2,6-Dimethoxybenzaldehyde → 6-(2,6-Dimethoxyphenyl)-1-(imidazo[1,2-a]pyridin-2-ylmethyl)piperidin-2-one

HRID 594638Notes

Reaction equation

HRID 594638 reaction equation
[N:1]1[C:2]([CH2:10][NH2:11])=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[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>>[CH3:12][O:13][C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[C:15]=1[CH:16]1[N:11]([CH2:10][C:2]2[N:1]=[C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][N:4]3[CH:3]=2)[C:14](=[O:13])[CH2:15][CH2:18][CH2:19]1

Participants

3

Reactant 2

HCID 964042,6-DimethoxybenzaldehydeHCID 2771121Imidazo[1,2-a]pyridin-2-ylmethanamine

Product 1

HCID 690814326-(2,6-Dimethoxyphenyl)-1-(imidazo[1,2-a]pyridin-2-ylmethyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 6 (GP6) with commercially available imidazo[1,2-a]pyridin-2-ylmethanamine and commercially available 2,6-dimethoxybenzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions E): tR=0.50 min.; [M+H]+: 366.12 g/mol.

Workup

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

Sources & evidence

ORD record
ord-707926c83ddd443a9c08cc2b44ea24c9
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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