2-Chloro-5-(trifluoromethyl)pyridine → (4-Fluoro-5-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 61281Notes

Reaction equation

HRID 61281 reaction equation
[F:1][C:2]1[C:10]([CH3:11])=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([N:12]2[N:16]=[CH:15][CH:14]=[N:13]2)[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:10]([CH3:11])=[CH:9][C:5]([C:6]([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:8])=[C:4]([N:12]2[N:16]=[CH:15][CH:14]=[N:13]2)[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 1177276404-Fluoro-5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

Product 1

HCID 117728082(4-Fluoro-5-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 4-fluoro-5-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-a340a4c681ca4233beff5d5e86e07ae7
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

Loading…