4-(Difluoromethoxy)benzyl Bromide → 1-(4-(Difluoromethoxy)benzyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

HRID 594583Notes

Reaction equation

HRID 594583 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:16][C:15](=[O:17])[CH2:14][CH2:13][CH2:12]1.Br[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH:27]([F:29])[F:28])=[CH:22][CH:21]=1>>[F:28][CH:27]([F:29])[O:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][N:16]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][CH2:13][CH2:14][C:15]2=[O:17])=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 27370014-(Difluoromethoxy)benzyl BromideHCID 690825266-(2,6-Dimethoxyphenyl)piperidin-2-one

Product 1

HCID 690838181-(4-(Difluoromethoxy)benzyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 4 (GP4) by reaction of 6-(2,6-dimethoxyphenyl)piperidin-2-one with commercially available 1-(bromomethyl)-4-(difluoromethoxy)benzene. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions E): tR=0.76 min.; [M+H]+: 392.16 g/mol.

Workup

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

Sources & evidence

ORD record
ord-7669c33055844c8d883197dbd54eecbf
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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