1-(Bromomethyl)-4-(trifluoromethoxy)benzene → 6-(4-Chloro-2,6-dimethoxyphenyl)-1-(4-(trifluoromethoxy)benzyl)piperidin-2-one

HRID 594585Notes

Reaction equation

HRID 594585 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([CH:10]2[NH:15][C:14](=[O:16])[CH2:13][CH2:12][CH2:11]2)=[C:4]([O:17][CH3:18])[CH:3]=1.Br[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]([F:31])([F:30])[F:29])=[CH:23][CH:22]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([O:17][CH3:18])[C:5]([CH:10]2[N:15]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][C:28]([F:29])([F:30])[F:31])=[CH:23][CH:22]=3)[C:14](=[O:16])[CH2:13][CH2:12][CH2:11]2)=[C:6]([O:8][CH3:9])[CH:7]=1

Participants

3

Reactant 2

HCID 1427851-(Bromomethyl)-4-(trifluoromethoxy)benzeneHCID 690850486-(4-Chloro-2,6-dimethoxyphenyl)piperidin-2-one

Product 1

HCID 690835976-(4-Chloro-2,6-dimethoxyphenyl)-1-(4-(trifluoromethoxy)benzyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 4 (GP4) by reaction of 6-(4-chloro-2,6-dimethoxyphenyl)piperidin-2-one with commercially available 1-(bromomethyl)-4-(trifluoromethoxy)benzene. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions E): tR=0.84 min.; [M+H]+: 444.09 g/mol.

Workup

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

Sources & evidence

ORD record
ord-dc5829e8db7d46dd934ca5cc710b404d
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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