5-(2,6-Dimethoxyphenyl)-3-methylpyrrolidin-2-one → 1-((4-(Difluoromethoxy)pyridin-2-yl)methyl)-5-(2,6-dimethoxyphenyl)-3-methylpyrrolidin-2-one

HRID 594622Notes

Reaction equation

HRID 594622 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH:11]1[NH:15][C:14](=[O:16])[CH:13]([CH3:17])[CH2:12]1.Br[CH2:19][C:20]1[CH:25]=[C:24]([O:26][CH:27]([F:29])[F:28])[CH:23]=[CH:22][N:21]=1>>[F:29][CH:27]([F:28])[O:26][C:24]1[CH:23]=[CH:22][N:21]=[C:20]([CH2:19][N:15]2[CH:11]([C:4]3[C:5]([O:9][CH3:10])=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[CH2:12][CH:13]([CH3:17])[C:14]2=[O:16])[CH:25]=1

Participants

3

Reactant 2

HCID 690801435-(2,6-Dimethoxyphenyl)-3-methylpyrrolidin-2-oneHCID 690801602-(Bromomethyl)-4-(difluoromethoxy)pyridine

Product 1

HCID 866956521-((4-(Difluoromethoxy)pyridin-2-yl)methyl)-5-(2,6-dimethoxyphenyl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 4 (GP4) by reaction of 5-(2,6-dimethoxyphenyl)-3-methylpyrrolidin-2-one with 2-(bromomethyl)-4-(difluoromethoxy)pyridine. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.67 min.; [M+H]+: 393.08 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-105ed54273fa47e8af9f19272f49eb0c
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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