1-Ethynyl-3-methoxybenzene → 2-(3-Methoxy-phenylethynyl)-3,5-dimethyl-3H-imidazole-4-carboxylic acid ethyl ester

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:13])[C:8](Br)=[N:9][C:10]=1[CH3:11])=[O:5])[CH3:2].[C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=1)#[CH:15]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:13])[C:8]([C:15]#[C:14][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=2)=[N:9][C:10]=1[CH3:11])=[O:5])[CH3:2]

Participants

Reactant 2

HCID 6407531-Ethynyl-3-methoxybenzene

HCID 13897513ethyl 2-bromo-1,4-dimethyl-1H-imidazole-5-carboxylate

Product 1

HCID 98358902-(3-Methoxy-phenylethynyl)-3,5-dimethyl-3H-imidazole-4-carboxylic acid ethyl ester

Procedure

The title compound, MS: m/e=299.3 (M+H+) was prepared in accordance with the general method of example 1b from 2-bromo-3,5-dimethyl-3H-imidazole-4-carboxylic acid ethyl ester and 1-ethynyl-3-methoxy-benzene.

Sources & evidence

ORD record: ord-09be8da98a014be7805cd423e0d5b87f
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06706707B2

Reaction notes

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