3-(Difluoromethoxy)benzyl bromide → 1-(3-(Difluoromethoxy)benzyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

HRID 594596Notes

Reaction equation

HRID 594596 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][CH:23]=[C:22]([O:26][CH:27]([F:29])[F:28])[CH:21]=1>>[F:28][CH:27]([F:29])[O:26][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][CH:23]=1)[CH2:19][N:16]1[CH:11]([C:4]2[C:5]([O:9][CH3:10])=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH2:12][CH2:13][CH2:14][C:15]1=[O:17]

Participants

3

Reactant 2

HCID 27369993-(Difluoromethoxy)benzyl bromideHCID 690825266-(2,6-Dimethoxyphenyl)piperidin-2-one

Product 1

HCID 690822161-(3-(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)-3-(difluoromethoxy)benzene. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions D): tR=1.05 min.; [M+H]+: 392.75 g/mol.

Workup

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

Sources & evidence

ORD record
ord-c3ae65b4a0f24b1c9dfe0b53411510e6
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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