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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181323Generated: November 2, 2026

Ethyl 1-cyclopentyl-2-(4-nitrophenyl)benzimidazole-5-carboxylate → Ethyl 2-(4-aminophenyl)-1-cyclopentylbenzimidazole-5-carboxylate

https://huagongshe.com/reaction/1181323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 1-cyclopentyl-2-(4-nitrophenyl)benzimidazole-5-carboxylateHCID 10293086—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-(4-aminophenyl)-1-cyclopentylbenzimidazole-5-carboxylateHCID 1013255299.5%

Reaction Steps

Ethyl 1-cyclopentyl-2-(4-nitrophenyl)benzimidazole-5-carboxylate (12 g) obtained in Example 21 was dissolved in tetrahydrofuran (200 ml) and ethyl alcohol (50 ml), 7.5% palladium carbon (50% wet, 1 g) was added. The mixture was hydrogenated for 1 hr at atmospheric pressure. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. Tetrahydrofuran was added to the residue to allow crystallization and the crystals were collected by filtration to give the title compound (11 g, yield 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285551B2
Source datasetuspto-grants-2007_10
ORD IDord-5c8293e940474812a326724a6c5128a5
Source noteuspto-grants-2007_10