2-(1H-1,2,3-Triazol-1-yl)ethanamine → (S)-tert-butyl (1-(2-((2-(1H-1,2,3-triazol-1-yl)ethyl)amino)-5-bromopyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate

HRID 2170347Notes

Reaction equation

HRID 2170347 reaction equation
BrC1[C:3]([C@@H:10]([NH:20][C:21](=O)[CH2:22][N:23]2C3C(F)(F)CCC(F)(F)C=3C(C(F)F)=[N:24]2)CC2C=C(F)C=C(F)C=2)=[N:4]C(NC)=NC=1.[Br:40][C:41]1[C:42]([C@@H:51]([NH:61][C:62](=[O:68])[O:63][C:64]([CH3:67])([CH3:66])[CH3:65])[CH2:52][C:53]2[CH:58]=[C:57]([F:59])[CH:56]=[C:55]([F:60])[CH:54]=2)=[N:43][C:44](S(C)(=O)=O)=[N:45][CH:46]=1.N1(CCN)C=CN=N1>>[N:20]1([CH2:10][CH2:3][NH:4][C:44]2[N:43]=[C:42]([C@@H:51]([NH:61][C:62](=[O:68])[O:63][C:64]([CH3:67])([CH3:66])[CH3:65])[CH2:52][C:53]3[CH:58]=[C:57]([F:59])[CH:56]=[C:55]([F:60])[CH:54]=3)[C:41]([Br:40])=[CH:46][N:45]=2)[CH:21]=[CH:22][N:23]=[N:24]1

Participants

4

Reactant 3

HCID 225619722-(1H-1,2,3-Triazol-1-yl)ethanamineHCID 90281536(S)-N-(1-(5-bromo-2-(methylamino)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 90290216(S)-tert-butyl (1-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate

Product 1

HCID 90290212(S)-tert-butyl (1-(2-((2-(1H-1,2,3-triazol-1-yl)ethyl)amino)-5-bromopyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate

Procedure

The title compound (23C) was prepared according to the method presented for the synthesis of compound 14A of Example 14 utilizing 23B and 2-(1H-1,2,3-triazol-1-yl)ethanamine. MS (m/z) 545.97 [M+Na]+.

Sources & evidence

ORD record
ord-4dfd6519678b405d9504380a7cfa5cb0
Source dataset
uspto-grants-2015_06
Patent number
US09050344B2

Reaction notes

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