2,6-Dimethoxybenzaldehyde → 1-(Benzo[b]thiophen-5-ylmethyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

HRID 594646Notes

Reaction equation

HRID 594646 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([CH2:10][NH2:11])[CH:8]=[CH:9][C:2]1=2.[CH3:12][O:13][C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[C:15]=1[CH:16]=O>>[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([CH2:10][N:11]3[CH:16]([C:15]4[C:14]([O:13][CH3:12])=[CH:21][CH:20]=[CH:19][C:18]=4[O:22][CH3:23])[CH2:19][CH2:18][CH2:15][C:14]3=[O:13])[CH:8]=[CH:9][C:2]1=2

Participants

3

Reactant 2

HCID 964042,6-DimethoxybenzaldehydeHCID 27954481-Benzothiophen-5-ylmethylamine

Product 1

HCID 690837671-(Benzo[b]thiophen-5-ylmethyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 6 (GP6) with commercially available benzo[b]thiophen-5-ylmethanamine and commercially available 2,6-dimethoxybenzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions E): tR=0.79 min.; [M+H]+: 382.09 g/mol.

Workup

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

Sources & evidence

ORD record
ord-d0e2ab34fbf249d09b4d19a726313e3a
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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