Methyl iodide → 8-(2-Chlorobenzyloxy)-3-trimethylammoniomethyl-2-methylimidazo[1,2-a]pyridine iodide

HRID 4298

Reaction equation

HRID 4298 reaction equation
[CH3:1][I:2].[Cl:3][C:4]1[CH:25]=[CH:24][CH:23]=[CH:22][C:5]=1[CH2:6][O:7][C:8]1[C:9]2[N:10]([C:14]([CH2:18][N:19]([CH3:21])[CH3:20])=[C:15]([CH3:17])[N:16]=2)[CH:11]=[CH:12][CH:13]=1>CC(C)=O>[I-:2].[Cl:3][C:4]1[CH:25]=[CH:24][CH:23]=[CH:22][C:5]=1[CH2:6][O:7][C:8]1[C:9]2[N:10]([C:14]([CH2:18][N+:19]([CH3:1])([CH3:21])[CH3:20])=[C:15]([CH3:17])[N:16]=2)[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 138259368-(2-Chlorobenzyloxy)-3-dimethylaminomethyl-2-methylimidazo[1,2-a]pyridine

Product 1

HCID 138259378-(2-Chlorobenzyloxy)-3-trimethylammoniomethyl-2-methylimidazo[1,2-a]pyridine iodideYield 101.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methyl iodide (3.48 g) was added dropwise to a solution of 8-(2-chlorobenzyloxy)-3-dimethylaminomethyl-2-methylimidazo[1,2-a]pyridine (7.8 g) in acetone (100 ml) at room temperature and the mixture was stirred for 24 hours. The resulting precipitate was collected by filtration, washed with acetone, and dried in a desiccator to give 8-(2-chlorobenzyloxy)-3-trimethylammoniomethyl-2-methylimidazo[1,2-a]pyridine iodide (11.35 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with acetone
  3. customdried in a desiccator

Sources & evidence

ORD record
ord-91c2eee7c15b45b0a59d06a37df37e76
Source dataset
uspto-grants-1988_02
Patent number
US04725601

Linked notes

Loading…