Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835579Generated: November 1, 2026

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

https://huagongshe.com/reaction/1835579

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 mixtures 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 numberUS06770666B2
Source datasetuspto-grants-2004_08
ORD IDord-b56d251179fa4d3eb3e57d8955c1e24c
Source noteuspto-grants-2004_08