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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70795Generated: October 26, 2026

Cyclopentanecarboxylic acid, 2-oxo-, methyl ester → HCID 178509355, compound

https://huagongshe.com/reaction/70795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanecarboxylic acid, 2-oxo-, methyl esterHCID 66328—
ReactantAmmonium AcetateHCID 517165—
ReactantHCID 70170207HCID 70170207—
SolventWaterHCID 962—
ProductHCID 178509355HCID 17850935519.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 4,5,6,7-tetrahydro-1H-benzimidazol-2-yl acetonitrile (8.5 g), methyl 2-oxocyclopentanecarboxylate (7.5 g) and ammonium acetate (20.3 g) was stirred at 140° C. for 2 hours. The reaction mixture was cooled to room temperature, water was added, and extraction was performed with chloroform. The organic layer was washed with a saturated brine, dried over anhydrous sodium sulfate, and concentrated reduced pressure. The residue was solidified using hexane/EtOAc to obtain 11-hydroxy-2,3,6,7,8,9-hexahydro-1H-cyclopenta[4,5]pyrido[1,2-a]benzimidazole-4-carbonitrile (2.56 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822688B2
Source datasetuspto-grants-2014_09
ORD IDord-15fc00a111be4bcb8145085f2c49b920
Source noteuspto-grants-2014_09