3-(Bromomethyl)biphenyl → 1-([1,1'-Biphenyl]-3-ylmethyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

HRID 594607Notes

Reaction equation

HRID 594607 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:21]=[C:22]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:23]=[CH:24][CH:25]=1>>[C:22]1([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:23]=[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]=1

Participants

3

Reactant 2

HCID 38644053-(Bromomethyl)biphenylHCID 690825266-(2,6-Dimethoxyphenyl)piperidin-2-one

Product 1

HCID 690818731-([1,1'-Biphenyl]-3-ylmethyl)-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 3-(bromomethyl)-1,1′-biphenyl. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.95 min.; [M+H]+: 402.16 g/mol.

Workup

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

Sources & evidence

ORD record
ord-cd550b4de31c4e4aa596498c95dc8a3c
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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