Cyclopropanemethanamine → (S)-N-(1-(5-bromo-2-((cyclopropylmethyl)amino)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

HRID 2170331Notes

Reaction equation

HRID 2170331 reaction equation
BrC1C([C@H](NC(=O)CN2C3CCCCC=3C(C(F)(F)F)=N2)CC2C=C(F)C=C(F)C=2)=NC(NCCOC)=NC=1.[CH:40]1([CH2:43][NH2:44])[CH2:42][CH2:41]1.[Br:45][C:46]1[C:47]([C@@H:56]([NH:66][C:67](=[O:85])[CH2:68][N:69]2[C:77]3[C:76]([F:79])([F:78])[CH2:75][CH2:74][C:73]([F:81])([F:80])[C:72]=3[C:71]([CH:82]([F:84])[F:83])=[N:70]2)[CH2:57][C:58]2[CH:63]=[C:62]([F:64])[CH:61]=[C:60]([F:65])[CH:59]=2)=[N:48][C:49](S(C)(=O)=O)=[N:50][CH:51]=1>>[Br:45][C:46]1[C:47]([C@@H:56]([NH:66][C:67](=[O:85])[CH2:68][N:69]2[C:77]3[C:76]([F:78])([F:79])[CH2:75][CH2:74][C:73]([F:80])([F:81])[C:72]=3[C:71]([CH:82]([F:84])[F:83])=[N:70]2)[CH2:57][C:58]2[CH:59]=[C:60]([F:65])[CH:61]=[C:62]([F:64])[CH:63]=2)=[N:48][C:49]([NH:44][CH2:43][CH:40]2[CH2:42][CH2:41]2)=[N:50][CH:51]=1

Participants

4

Reactant 3

HCID 75646CyclopropanemethanamineHCID 90281385(S)-N-(1-(5-bromo-2-(methylsulfonyl)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 90281480(R)-N-(1-(5-bromo-2-((2-methoxyethyl)amino)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide

Product 1

HCID 90281571(S)-N-(1-(5-bromo-2-((cyclopropylmethyl)amino)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

Procedure

The title compound (13A) was prepared according to the method presented for the synthesis of compound 11I of Example 11 utilizing cyclopropylmethanamine and 12C. MS (m/z) 668.95 [M+H]+.

Sources & evidence

ORD record
ord-430632d14fd5415181d0c797132892b8
Source dataset
uspto-grants-2015_06
Patent number
US09050344B2

Reaction notes

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