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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644532Generated: October 30, 2026

Methyl Acrylate → 3-(3-Phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl ester

https://huagongshe.com/reaction/644532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTriethylamineHCID 8471—
Reactant7-Iodo-1-phenyl-5-(trifluoromethyl)-1H-benzimidazoleHCID 19426024—
CatalystTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product3-(3-Phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl esterHCID 6748495792.4%

Reaction Steps

Methyl acrylate (2.7 ml, 30 mmol), 7-iodo-1-phenyl-5-trifluoromethylbenzimidazole (3.48 g, 10 mmol), triethylamine (2.79 ml, 20 mmol), palladium acetate (45 mg, 0.2 mmol), tri-o-tolylphosphine (161 mg, 0.53 mmol) and acetonitrile (50 ml) were combined and the mixture heated at reflux under an argon atmosphere for 17 h. The mixture was cooled, filtered through Dicalite and the filtrate was concentrated under reduced pressure. Crystals formed and were isolated by filtration and dried to give the title compound (3.2 g, 92%), m/z 347.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700638B2
Source datasetuspto-grants-2010_04
ORD IDord-900f3a91462240daaa37ac110157b171
Source noteuspto-grants-2010_04