1-(Bromomethyl)-3-(trifluoromethoxy)benzene → 5-(2,6-Dimethoxyphenyl)-3-methyl-1-(3-(trifluoromethoxy)benzyl)pyrrolidin-2-one

HRID 594618Notes

Reaction equation

HRID 594618 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]=[CH:24][CH:23]=[C:22]([O:26][C:27]([F:30])([F:29])[F:28])[CH:21]=1>>[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[N:15]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]([F:28])([F:29])[F:30])[CH:21]=2)[C:14](=[O:16])[CH:13]([CH3:17])[CH2:12]1

Participants

3

Reactant 2

HCID 7371761-(Bromomethyl)-3-(trifluoromethoxy)benzeneHCID 690801435-(2,6-Dimethoxyphenyl)-3-methylpyrrolidin-2-one

Product 1

HCID 690813095-(2,6-Dimethoxyphenyl)-3-methyl-1-(3-(trifluoromethoxy)benzyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 4 (GP4) by reaction of 5-(2,6-dimethoxyphenyl)-3-methylpyrrolidin-2-one with commercially available 1-(bromomethyl)-3-(trifluoromethoxy)benzene. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.93 min.; [M+H]+: 410.18 g/mol.

Workup

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

Sources & evidence

ORD record
ord-f05bf35f97a44085bfa32787cab9c540
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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