Benzene, 1-chloro-4-ethynyl- → 2-(4-Chloro-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].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]#[CH:22])=[CH:17][CH:16]=1>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:13])[C:8]([C:22]#[C:21][C:18]2[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=2)=[N:9][C:10]=1[CH3:11])=[O:5])[CH3:2]

Participants

Reactant 2

HCID 70118Benzene, 1-chloro-4-ethynyl-

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

Product 1

HCID 99442462-(4-Chloro-phenylethynyl)-3,5-dimethyl-3H-imidazole-4-carboxylic acid ethyl ester

Procedure

The title compound, MS: m/e=303.0 (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-chloro-4-ethynylbenzene.

Sources & evidence

ORD record: ord-0d30347d7b0e49e494aecb93aaa774b9
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06706707B2

Reaction notes

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