(S)-N-(1-(5-bromo-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide → (S)-5-(4-(1-(2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamido)-2-(3,5-difluorophenyl)ethyl)-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)pyrimidin-5-yl)-2-fluorobenzamide

HRID 2170341Notes

Reaction equation

HRID 2170341 reaction equation
FC1C=C(C[C@H](C2C([C:34]3[CH:35]=[CH:36][C:37]([F:43])=[C:38]([CH:42]=3)[C:39]([NH2:41])=[O:40])=CN=C(NCCOC)N=2)NC(=O)CN2C3CCCCC=3C(C(F)(F)F)=N2)C=C(F)C=1.Br[C:50]1[C:51]([C@@H:66]([NH:76][C:77](=[O:95])[CH2:78][N:79]2[C:87]3[C:86]([F:89])([F:88])[CH2:85][CH2:84][C:83]([F:91])([F:90])[C:82]=3[C:81]([CH:92]([F:94])[F:93])=[N:80]2)[CH2:67][C:68]2[CH:73]=[C:72]([F:74])[CH:71]=[C:70]([F:75])[CH:69]=2)=[N:52][C:53]([N:56]2[CH2:65][CH2:64][C:59]3([O:63][CH2:62][CH2:61][O:60]3)[CH2:58][CH2:57]2)=[N:54][CH:55]=1>>[F:94][CH:92]([F:93])[C:81]1[C:82]2[C:83]([F:91])([F:90])[CH2:84][CH2:85][C:86]([F:88])([F:89])[C:87]=2[N:79]([CH2:78][C:77]([NH:76][C@H:66]([C:51]2[C:50]([C:34]3[CH:35]=[CH:36][C:37]([F:43])=[C:38]([CH:42]=3)[C:39]([NH2:41])=[O:40])=[CH:55][N:54]=[C:53]([N:56]3[CH2:57][CH2:58][C:59]4([O:63][CH2:62][CH2:61][O:60]4)[CH2:64][CH2:65]3)[N:52]=2)[CH2:67][C:68]2[CH:69]=[C:70]([F:75])[CH:71]=[C:72]([F:74])[CH:73]=2)=[O:95])[N:80]=1

Participants

3

Reactant 2

HCID 90281216(S)-N-(1-(5-bromo-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamideHCID 90290144(R)-5-(4-(2-(3,5-difluorophenyl)-1-(2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamido)ethyl)-2-((2-methoxyethyl)amino)pyrimidin-5-yl)-2-fluorobenzamide

Product 1

HCID 90281363(S)-5-(4-(1-(2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamido)-2-(3,5-difluorophenyl)ethyl)-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)pyrimidin-5-yl)-2-fluorobenzamide

Procedure

The title compound (19B) was prepared according to the method presented for the synthesis of compound 11J of Example 11 utilizing 19A. MS (m/z) 798.63 [M+H]+.

Sources & evidence

ORD record
ord-3c37f94b68fa4a62a89b30c17e9e2e93
Source dataset
uspto-grants-2015_06
Patent number
US09050344B2

Reaction notes

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