2-Chloro-5-(trifluoromethyl)pyrimidine → (4-Fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyrimidin-2-yl)amino)methyl)piperidin-1-yl)methanone

HRID 61217Notes

Reaction equation

HRID 61217 reaction equation
[NH2:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=1[N:19]1[N:23]=[CH:22][CH:21]=[N:20]1)=[O:11].Cl[C:25]1[N:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=1>>[F:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]([N:4]2[CH2:5][CH2:6][CH2:7][C@@H:8]([CH3:9])[C@H:3]2[CH2:2][NH:1][C:25]2[N:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=2)=[O:11])=[C:13]([N:19]2[N:23]=[CH:22][CH:21]=[N:20]2)[CH:14]=1

Participants

3

Reactant 2

HCID 133170192-Chloro-5-(trifluoromethyl)pyrimidineHCID 117728206HCID 117728206, compound

Product 1

HCID 117727791(4-Fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyrimidin-2-yl)amino)methyl)piperidin-1-yl)methanone

Procedure

The title compound was prepared following the same general protocol as described for Example A1 using ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(4-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone and 2-chloro-5-(trifluoromethyl)pyrimidine. ESI-MS (m/z): 464.4 [M+1]+. 1H NMR (300 MHz, DMSO-d6) δ 8.80-6.65 (m, 8H), 4.95-2.70 (m, 5H), 1.95-0.65 (m, 8H).

Sources & evidence

ORD record
ord-053d781d4a2741b191ec0b65ee4d1afd
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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