2-Chloro-5-(trifluoromethyl)pyridine → (6-Fluoro-3-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone

HRID 61275Notes

Reaction equation

HRID 61275 reaction equation
[F:1][C:2]1[C:7]([C:8]([OH:10])=O)=[C:6]([N:11]2[N:15]=[CH:14][CH:13]=[N:12]2)[C:5]([CH3:16])=[CH:4][CH:3]=1.[CH3:17][C@@H:18]1[CH2:23][CH2:22][CH2:21][NH:20][C@@H:19]1[CH2:24][N:25]1C(=O)C2C(=CC=CC=2)C1=O.Cl[C:37]1[CH:42]=[CH:41][C:40]([C:43]([F:46])([F:45])[F:44])=[CH:39][N:38]=1>>[F:1][C:2]1[C:7]([C:8]([N:20]2[CH2:21][CH2:22][CH2:23][C@@H:18]([CH3:17])[C@H:19]2[CH2:24][NH:25][C:37]2[CH:42]=[CH:41][C:40]([C:43]([F:46])([F:45])[F:44])=[CH:39][N:38]=2)=[O:10])=[C:6]([N:11]2[N:15]=[CH:14][CH:13]=[N:12]2)[C:5]([CH3:16])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 1177276302-(((2S,3R)-3-Methylpiperidin-2-yl)methyl)isoindoline-1,3-dioneHCID 1177276806-fluoro-3-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

Product 1

HCID 117727743(6-Fluoro-3-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone

Procedure

The title compound was prepared following the same general protocol as described in Example A318, using 6-fluoro-3-methyl-2-(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)pyridine. ESI-MS (m/z): 477 (M+H).

Sources & evidence

ORD record
ord-f090978b7a8549b3b90b67b5b3359947
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

Loading…