2-Chloro-5-(trifluoromethyl)pyrimidine → (2-Fluoro-3-methoxy-6-(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 61264Notes

Reaction equation

HRID 61264 reaction equation
[F:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[C:7]([N:13]2[N:17]=[CH:16][CH:15]=[N:14]2)[C:3]=1[C:4]([OH:6])=O.[CH3:18][C@@H:19]1[CH2:24][CH2:23][CH2:22][NH:21][C@@H:20]1[CH2:25][N:26]1[C:34](=O)C2C(=CC=CC=2)C1=O.ClC1[N:43]=[CH:42][C:41]([C:44]([F:47])([F:46])[F:45])=[CH:40][N:39]=1>>[F:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[C:7]([N:13]2[N:17]=[CH:16][CH:15]=[N:14]2)[C:3]=1[C:4]([N:21]1[CH2:22][CH2:23][CH2:24][C@@H:19]([CH3:18])[C@H:20]1[CH2:25][NH:26][C:34]1[N:43]=[CH:42][C:41]([C:44]([F:47])([F:46])[F:45])=[CH:40][N:39]=1)=[O:6]

Participants

4

Reactant 3

HCID 133170192-Chloro-5-(trifluoromethyl)pyrimidineHCID 679823142-Fluoro-3-methoxy-6-(2H-1,2,3-triazol-2-yl)benzoic acidHCID 1177276302-(((2S,3R)-3-Methylpiperidin-2-yl)methyl)isoindoline-1,3-dione

Product 1

HCID 117727859(2-Fluoro-3-methoxy-6-(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 in Example A1, using 2-fluoro-3-methoxy-6-(2H-1,2,3-triazol-2-yl)benzoic acid, 2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione and 2-chloro-5-(trifluoromethyl)pyrimidine. ESI-MS (m/z): 494 [M+1]+. 1H NMR (300 MHz, DMSO-d6) δ 8.75-6.95 (m, 7H), 5.00-2.70 (m, 8H), 2.00-0.65 (m, 8H).

Sources & evidence

ORD record
ord-044a093bc9a44040b66b39c24f266592
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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