                         SEQUENCE LISTING

<110>  Array BioPharma, Inc.
 
<120>  PROCESS FOR THE PREPARATION OF PYRAZOLO[1,5-a]PYRIMIDINES AND 
       SALTS THEREOF

<130>  40449-0075WO1

<150>  PCT/US2016/058951
<151>  2016-10-26

<150>  62/524,801
<151>  2017-06-26

<160>  3     

<170>  PatentIn version 3.5

<210>  1
<211>  796
<212>  PRT
<213>  Homo sapiens

<400>  1

Met Leu Arg Gly Gly Arg Arg Gly Gln Leu Gly Trp His Ser Trp Ala 
1               5                   10                  15      


Ala Gly Pro Gly Ser Leu Leu Ala Trp Leu Ile Leu Ala Ser Ala Gly 
            20                  25                  30          


Ala Ala Pro Cys Pro Asp Ala Cys Cys Pro His Gly Ser Ser Gly Leu 
        35                  40                  45              


Arg Cys Thr Arg Asp Gly Ala Leu Asp Ser Leu His His Leu Pro Gly 
    50                  55                  60                  


Ala Glu Asn Leu Thr Glu Leu Tyr Ile Glu Asn Gln Gln His Leu Gln 
65                  70                  75                  80  


His Leu Glu Leu Arg Asp Leu Arg Gly Leu Gly Glu Leu Arg Asn Leu 
                85                  90                  95      


Thr Ile Val Lys Ser Gly Leu Arg Phe Val Ala Pro Asp Ala Phe His 
            100                 105                 110         


Phe Thr Pro Arg Leu Ser Arg Leu Asn Leu Ser Phe Asn Ala Leu Glu 
        115                 120                 125             


Ser Leu Ser Trp Lys Thr Val Gln Gly Leu Ser Leu Gln Glu Leu Val 
    130                 135                 140                 


Leu Ser Gly Asn Pro Leu His Cys Ser Cys Ala Leu Arg Trp Leu Gln 
145                 150                 155                 160 


Arg Trp Glu Glu Glu Gly Leu Gly Gly Val Pro Glu Gln Lys Leu Gln 
                165                 170                 175     


Cys His Gly Gln Gly Pro Leu Ala His Met Pro Asn Ala Ser Cys Gly 
            180                 185                 190         


Val Pro Thr Leu Lys Val Gln Val Pro Asn Ala Ser Val Asp Val Gly 
        195                 200                 205             


Asp Asp Val Leu Leu Arg Cys Gln Val Glu Gly Arg Gly Leu Glu Gln 
    210                 215                 220                 


Ala Gly Trp Ile Leu Thr Glu Leu Glu Gln Ser Ala Thr Val Met Lys 
225                 230                 235                 240 


Ser Gly Gly Leu Pro Ser Leu Gly Leu Thr Leu Ala Asn Val Thr Ser 
                245                 250                 255     


Asp Leu Asn Arg Lys Asn Val Thr Cys Trp Ala Glu Asn Asp Val Gly 
            260                 265                 270         


Arg Ala Glu Val Ser Val Gln Val Asn Val Ser Phe Pro Ala Ser Val 
        275                 280                 285             


Gln Leu His Thr Ala Val Glu Met His His Trp Cys Ile Pro Phe Ser 
    290                 295                 300                 


Val Asp Gly Gln Pro Ala Pro Ser Leu Arg Trp Leu Phe Asn Gly Ser 
305                 310                 315                 320 


Val Leu Asn Glu Thr Ser Phe Ile Phe Thr Glu Phe Leu Glu Pro Ala 
                325                 330                 335     


Ala Asn Glu Thr Val Arg His Gly Cys Leu Arg Leu Asn Gln Pro Thr 
            340                 345                 350         


His Val Asn Asn Gly Asn Tyr Thr Leu Leu Ala Ala Asn Pro Phe Gly 
        355                 360                 365             


Gln Ala Ser Ala Ser Ile Met Ala Ala Phe Met Asp Asn Pro Phe Glu 
    370                 375                 380                 


Phe Asn Pro Glu Asp Pro Ile Pro Val Ser Phe Ser Pro Val Asp Thr 
385                 390                 395                 400 


Asn Ser Thr Ser Gly Asp Pro Val Glu Lys Lys Asp Glu Thr Pro Phe 
                405                 410                 415     


Gly Val Ser Val Ala Val Gly Leu Ala Val Phe Ala Cys Leu Phe Leu 
            420                 425                 430         


Ser Thr Leu Leu Leu Val Leu Asn Lys Cys Gly Arg Arg Asn Lys Phe 
        435                 440                 445             


Gly Ile Asn Arg Pro Ala Val Leu Ala Pro Glu Asp Gly Leu Ala Met 
    450                 455                 460                 


Ser Leu His Phe Met Thr Leu Gly Gly Ser Ser Leu Ser Pro Thr Glu 
465                 470                 475                 480 


Gly Lys Gly Ser Gly Leu Gln Gly His Ile Ile Glu Asn Pro Gln Tyr 
                485                 490                 495     


Phe Ser Asp Ala Cys Val His His Ile Lys Arg Arg Asp Ile Val Leu 
            500                 505                 510         


Lys Trp Glu Leu Gly Glu Gly Ala Phe Gly Lys Val Phe Leu Ala Glu 
        515                 520                 525             


Cys His Asn Leu Leu Pro Glu Gln Asp Lys Met Leu Val Ala Val Lys 
    530                 535                 540                 


Ala Leu Lys Glu Ala Ser Glu Ser Ala Arg Gln Asp Phe Gln Arg Glu 
545                 550                 555                 560 


Ala Glu Leu Leu Thr Met Leu Gln His Gln His Ile Val Arg Phe Phe 
                565                 570                 575     


Gly Val Cys Thr Glu Gly Arg Pro Leu Leu Met Val Phe Glu Tyr Met 
            580                 585                 590         


Arg His Gly Asp Leu Asn Arg Phe Leu Arg Ser His Gly Pro Asp Ala 
        595                 600                 605             


Lys Leu Leu Ala Gly Gly Glu Asp Val Ala Pro Gly Pro Leu Gly Leu 
    610                 615                 620                 


Gly Gln Leu Leu Ala Val Ala Ser Gln Val Ala Ala Gly Met Val Tyr 
625                 630                 635                 640 


Leu Ala Gly Leu His Phe Val His Arg Asp Leu Ala Thr Arg Asn Cys 
                645                 650                 655     


Leu Val Gly Gln Gly Leu Val Val Lys Ile Gly Asp Phe Gly Met Ser 
            660                 665                 670         


Arg Asp Ile Tyr Ser Thr Asp Tyr Tyr Arg Val Gly Gly Arg Thr Met 
        675                 680                 685             


Leu Pro Ile Arg Trp Met Pro Pro Glu Ser Ile Leu Tyr Arg Lys Phe 
    690                 695                 700                 


Thr Thr Glu Ser Asp Val Trp Ser Phe Gly Val Val Leu Trp Glu Ile 
705                 710                 715                 720 


Phe Thr Tyr Gly Lys Gln Pro Trp Tyr Gln Leu Ser Asn Thr Glu Ala 
                725                 730                 735     


Ile Asp Cys Ile Thr Gln Gly Arg Glu Leu Glu Arg Pro Arg Ala Cys 
            740                 745                 750         


Pro Pro Glu Val Tyr Ala Ile Met Arg Gly Cys Trp Gln Arg Glu Pro 
        755                 760                 765             


Gln Gln Arg His Ser Ile Lys Asp Val His Ala Arg Leu Gln Ala Leu 
    770                 775                 780                 


Ala Gln Ala Pro Pro Val Tyr Leu Asp Val Leu Gly 
785                 790                 795     


<210>  2
<211>  822
<212>  PRT
<213>  Homo sapiens

<400>  2

Met Ser Ser Trp Ile Arg Trp His Gly Pro Ala Met Ala Arg Leu Trp 
1               5                   10                  15      


Gly Phe Cys Trp Leu Val Val Gly Phe Trp Arg Ala Ala Phe Ala Cys 
            20                  25                  30          


Pro Thr Ser Cys Lys Cys Ser Ala Ser Arg Ile Trp Cys Ser Asp Pro 
        35                  40                  45              


Ser Pro Gly Ile Val Ala Phe Pro Arg Leu Glu Pro Asn Ser Val Asp 
    50                  55                  60                  


Pro Glu Asn Ile Thr Glu Ile Phe Ile Ala Asn Gln Lys Arg Leu Glu 
65                  70                  75                  80  


Ile Ile Asn Glu Asp Asp Val Glu Ala Tyr Val Gly Leu Arg Asn Leu 
                85                  90                  95      


Thr Ile Val Asp Ser Gly Leu Lys Phe Val Ala His Lys Ala Phe Leu 
            100                 105                 110         


Lys Asn Ser Asn Leu Gln His Ile Asn Phe Thr Arg Asn Lys Leu Thr 
        115                 120                 125             


Ser Leu Ser Arg Lys His Phe Arg His Leu Asp Leu Ser Glu Leu Ile 
    130                 135                 140                 


Leu Val Gly Asn Pro Phe Thr Cys Ser Cys Asp Ile Met Trp Ile Lys 
145                 150                 155                 160 


Thr Leu Gln Glu Ala Lys Ser Ser Pro Asp Thr Gln Asp Leu Tyr Cys 
                165                 170                 175     


Leu Asn Glu Ser Ser Lys Asn Ile Pro Leu Ala Asn Leu Gln Ile Pro 
            180                 185                 190         


Asn Cys Gly Leu Pro Ser Ala Asn Leu Ala Ala Pro Asn Leu Thr Val 
        195                 200                 205             


Glu Glu Gly Lys Ser Ile Thr Leu Ser Cys Ser Val Ala Gly Asp Pro 
    210                 215                 220                 


Val Pro Asn Met Tyr Trp Asp Val Gly Asn Leu Val Ser Lys His Met 
225                 230                 235                 240 


Asn Glu Thr Ser His Thr Gln Gly Ser Leu Arg Ile Thr Asn Ile Ser 
                245                 250                 255     


Ser Asp Asp Ser Gly Lys Gln Ile Ser Cys Val Ala Glu Asn Leu Val 
            260                 265                 270         


Gly Glu Asp Gln Asp Ser Val Asn Leu Thr Val His Phe Ala Pro Thr 
        275                 280                 285             


Ile Thr Phe Leu Glu Ser Pro Thr Ser Asp His His Trp Cys Ile Pro 
    290                 295                 300                 


Phe Thr Val Lys Gly Asn Pro Lys Pro Ala Leu Gln Trp Phe Tyr Asn 
305                 310                 315                 320 


Gly Ala Ile Leu Asn Glu Ser Lys Tyr Ile Cys Thr Lys Ile His Val 
                325                 330                 335     


Thr Asn His Thr Glu Tyr His Gly Cys Leu Gln Leu Asp Asn Pro Thr 
            340                 345                 350         


His Met Asn Asn Gly Asp Tyr Thr Leu Ile Ala Lys Asn Glu Tyr Gly 
        355                 360                 365             


Lys Asp Glu Lys Gln Ile Ser Ala His Phe Met Gly Trp Pro Gly Ile 
    370                 375                 380                 


Asp Asp Gly Ala Asn Pro Asn Tyr Pro Asp Val Ile Tyr Glu Asp Tyr 
385                 390                 395                 400 


Gly Thr Ala Ala Asn Asp Ile Gly Asp Thr Thr Asn Arg Ser Asn Glu 
                405                 410                 415     


Ile Pro Ser Thr Asp Val Thr Asp Lys Thr Gly Arg Glu His Leu Ser 
            420                 425                 430         


Val Tyr Ala Val Val Val Ile Ala Ser Val Val Gly Phe Cys Leu Leu 
        435                 440                 445             


Val Met Leu Phe Leu Leu Lys Leu Ala Arg His Ser Lys Phe Gly Met 
    450                 455                 460                 


Lys Gly Pro Ala Ser Val Ile Ser Asn Asp Asp Asp Ser Ala Ser Pro 
465                 470                 475                 480 


Leu His His Ile Ser Asn Gly Ser Asn Thr Pro Ser Ser Ser Glu Gly 
                485                 490                 495     


Gly Pro Asp Ala Val Ile Ile Gly Met Thr Lys Ile Pro Val Ile Glu 
            500                 505                 510         


Asn Pro Gln Tyr Phe Gly Ile Thr Asn Ser Gln Leu Lys Pro Asp Thr 
        515                 520                 525             


Phe Val Gln His Ile Lys Arg His Asn Ile Val Leu Lys Arg Glu Leu 
    530                 535                 540                 


Gly Glu Gly Ala Phe Gly Lys Val Phe Leu Ala Glu Cys Tyr Asn Leu 
545                 550                 555                 560 


Cys Pro Glu Gln Asp Lys Ile Leu Val Ala Val Lys Thr Leu Lys Asp 
                565                 570                 575     


Ala Ser Asp Asn Ala Arg Lys Asp Phe His Arg Glu Ala Glu Leu Leu 
            580                 585                 590         


Thr Asn Leu Gln His Glu His Ile Val Lys Phe Tyr Gly Val Cys Val 
        595                 600                 605             


Glu Gly Asp Pro Leu Ile Met Val Phe Glu Tyr Met Lys His Gly Asp 
    610                 615                 620                 


Leu Asn Lys Phe Leu Arg Ala His Gly Pro Asp Ala Val Leu Met Ala 
625                 630                 635                 640 


Glu Gly Asn Pro Pro Thr Glu Leu Thr Gln Ser Gln Met Leu His Ile 
                645                 650                 655     


Ala Gln Gln Ile Ala Ala Gly Met Val Tyr Leu Ala Ser Gln His Phe 
            660                 665                 670         


Val His Arg Asp Leu Ala Thr Arg Asn Cys Leu Val Gly Glu Asn Leu 
        675                 680                 685             


Leu Val Lys Ile Gly Asp Phe Gly Met Ser Arg Asp Val Tyr Ser Thr 
    690                 695                 700                 


Asp Tyr Tyr Arg Val Gly Gly His Thr Met Leu Pro Ile Arg Trp Met 
705                 710                 715                 720 


Pro Pro Glu Ser Ile Met Tyr Arg Lys Phe Thr Thr Glu Ser Asp Val 
                725                 730                 735     


Trp Ser Leu Gly Val Val Leu Trp Glu Ile Phe Thr Tyr Gly Lys Gln 
            740                 745                 750         


Pro Trp Tyr Gln Leu Ser Asn Asn Glu Val Ile Glu Cys Ile Thr Gln 
        755                 760                 765             


Gly Arg Val Leu Gln Arg Pro Arg Thr Cys Pro Gln Glu Val Tyr Glu 
    770                 775                 780                 


Leu Met Leu Gly Cys Trp Gln Arg Glu Pro His Met Arg Lys Asn Ile 
785                 790                 795                 800 


Lys Gly Ile His Thr Leu Leu Gln Asn Leu Ala Lys Ala Ser Pro Val 
                805                 810                 815     


Tyr Leu Asp Ile Leu Gly 
            820         


<210>  3
<211>  839
<212>  PRT
<213>  Homo sapiens

<400>  3

Met Asp Val Ser Leu Cys Pro Ala Lys Cys Ser Phe Trp Arg Ile Phe 
1               5                   10                  15      


Leu Leu Gly Ser Val Trp Leu Asp Tyr Val Gly Ser Val Leu Ala Cys 
            20                  25                  30          


Pro Ala Asn Cys Val Cys Ser Lys Thr Glu Ile Asn Cys Arg Arg Pro 
        35                  40                  45              


Asp Asp Gly Asn Leu Phe Pro Leu Leu Glu Gly Gln Asp Ser Gly Asn 
    50                  55                  60                  


Ser Asn Gly Asn Ala Ser Ile Asn Ile Thr Asp Ile Ser Arg Asn Ile 
65                  70                  75                  80  


Thr Ser Ile His Ile Glu Asn Trp Arg Ser Leu His Thr Leu Asn Ala 
                85                  90                  95      


Val Asp Met Glu Leu Tyr Thr Gly Leu Gln Lys Leu Thr Ile Lys Asn 
            100                 105                 110         


Ser Gly Leu Arg Ser Ile Gln Pro Arg Ala Phe Ala Lys Asn Pro His 
        115                 120                 125             


Leu Arg Tyr Ile Asn Leu Ser Ser Asn Arg Leu Thr Thr Leu Ser Trp 
    130                 135                 140                 


Gln Leu Phe Gln Thr Leu Ser Leu Arg Glu Leu Gln Leu Glu Gln Asn 
145                 150                 155                 160 


Phe Phe Asn Cys Ser Cys Asp Ile Arg Trp Met Gln Leu Trp Gln Glu 
                165                 170                 175     


Gln Gly Glu Ala Lys Leu Asn Ser Gln Asn Leu Tyr Cys Ile Asn Ala 
            180                 185                 190         


Asp Gly Ser Gln Leu Pro Leu Phe Arg Met Asn Ile Ser Gln Cys Asp 
        195                 200                 205             


Leu Pro Glu Ile Ser Val Ser His Val Asn Leu Thr Val Arg Glu Gly 
    210                 215                 220                 


Asp Asn Ala Val Ile Thr Cys Asn Gly Ser Gly Ser Pro Leu Pro Asp 
225                 230                 235                 240 


Val Asp Trp Ile Val Thr Gly Leu Gln Ser Ile Asn Thr His Gln Thr 
                245                 250                 255     


Asn Leu Asn Trp Thr Asn Val His Ala Ile Asn Leu Thr Leu Val Asn 
            260                 265                 270         


Val Thr Ser Glu Asp Asn Gly Phe Thr Leu Thr Cys Ile Ala Glu Asn 
        275                 280                 285             


Val Val Gly Met Ser Asn Ala Ser Val Ala Leu Thr Val Tyr Tyr Pro 
    290                 295                 300                 


Pro Arg Val Val Ser Leu Glu Glu Pro Glu Leu Arg Leu Glu His Cys 
305                 310                 315                 320 


Ile Glu Phe Val Val Arg Gly Asn Pro Pro Pro Thr Leu His Trp Leu 
                325                 330                 335     


His Asn Gly Gln Pro Leu Arg Glu Ser Lys Ile Ile His Val Glu Tyr 
            340                 345                 350         


Tyr Gln Glu Gly Glu Ile Ser Glu Gly Cys Leu Leu Phe Asn Lys Pro 
        355                 360                 365             


Thr His Tyr Asn Asn Gly Asn Tyr Thr Leu Ile Ala Lys Asn Pro Leu 
    370                 375                 380                 


Gly Thr Ala Asn Gln Thr Ile Asn Gly His Phe Leu Lys Glu Pro Phe 
385                 390                 395                 400 


Pro Glu Ser Thr Asp Asn Phe Ile Leu Phe Asp Glu Val Ser Pro Thr 
                405                 410                 415     


Pro Pro Ile Thr Val Thr His Lys Pro Glu Glu Asp Thr Phe Gly Val 
            420                 425                 430         


Ser Ile Ala Val Gly Leu Ala Ala Phe Ala Cys Val Leu Leu Val Val 
        435                 440                 445             


Leu Phe Val Met Ile Asn Lys Tyr Gly Arg Arg Ser Lys Phe Gly Met 
    450                 455                 460                 


Lys Gly Pro Val Ala Val Ile Ser Gly Glu Glu Asp Ser Ala Ser Pro 
465                 470                 475                 480 


Leu His His Ile Asn His Gly Ile Thr Thr Pro Ser Ser Leu Asp Ala 
                485                 490                 495     


Gly Pro Asp Thr Val Val Ile Gly Met Thr Arg Ile Pro Val Ile Glu 
            500                 505                 510         


Asn Pro Gln Tyr Phe Arg Gln Gly His Asn Cys His Lys Pro Asp Thr 
        515                 520                 525             


Tyr Val Gln His Ile Lys Arg Arg Asp Ile Val Leu Lys Arg Glu Leu 
    530                 535                 540                 


Gly Glu Gly Ala Phe Gly Lys Val Phe Leu Ala Glu Cys Tyr Asn Leu 
545                 550                 555                 560 


Ser Pro Thr Lys Asp Lys Met Leu Val Ala Val Lys Ala Leu Lys Asp 
                565                 570                 575     


Pro Thr Leu Ala Ala Arg Lys Asp Phe Gln Arg Glu Ala Glu Leu Leu 
            580                 585                 590         


Thr Asn Leu Gln His Glu His Ile Val Lys Phe Tyr Gly Val Cys Gly 
        595                 600                 605             


Asp Gly Asp Pro Leu Ile Met Val Phe Glu Tyr Met Lys His Gly Asp 
    610                 615                 620                 


Leu Asn Lys Phe Leu Arg Ala His Gly Pro Asp Ala Met Ile Leu Val 
625                 630                 635                 640 


Asp Gly Gln Pro Arg Gln Ala Lys Gly Glu Leu Gly Leu Ser Gln Met 
                645                 650                 655     


Leu His Ile Ala Ser Gln Ile Ala Ser Gly Met Val Tyr Leu Ala Ser 
            660                 665                 670         


Gln His Phe Val His Arg Asp Leu Ala Thr Arg Asn Cys Leu Val Gly 
        675                 680                 685             


Ala Asn Leu Leu Val Lys Ile Gly Asp Phe Gly Met Ser Arg Asp Val 
    690                 695                 700                 


Tyr Ser Thr Asp Tyr Tyr Arg Leu Phe Asn Pro Ser Gly Asn Asp Phe 
705                 710                 715                 720 


Cys Ile Trp Cys Glu Val Gly Gly His Thr Met Leu Pro Ile Arg Trp 
                725                 730                 735     


Met Pro Pro Glu Ser Ile Met Tyr Arg Lys Phe Thr Thr Glu Ser Asp 
            740                 745                 750         


Val Trp Ser Phe Gly Val Ile Leu Trp Glu Ile Phe Thr Tyr Gly Lys 
        755                 760                 765             


Gln Pro Trp Phe Gln Leu Ser Asn Thr Glu Val Ile Glu Cys Ile Thr 
    770                 775                 780                 


Gln Gly Arg Val Leu Glu Arg Pro Arg Val Cys Pro Lys Glu Val Tyr 
785                 790                 795                 800 


Asp Val Met Leu Gly Cys Trp Gln Arg Glu Pro Gln Gln Arg Leu Asn 
                805                 810                 815     


Ile Lys Glu Ile Tyr Lys Ile Leu His Ala Leu Gly Lys Ala Thr Pro 
            820                 825                 830         


Ile Tyr Leu Asp Ile Leu Gly 
        835                 


