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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154451Generated: November 1, 2026

Cyclopentanol → cyclopentyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate

https://huagongshe.com/reaction/1154451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanolHCID 7298—
ReactantPotassium CyanideHCID 9032—
Reactantethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]-benzodiazepine-1-carboxylateHCID 53890667—
Productcyclopentyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylateHCID 54221556—

Reaction Steps

3.45 g (10 mmol) of ethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate and 70 mg of powdered potassium cyanide in 10 ml of cyclopentanol are stirred at the boiling point overnight, the excess cyclopentanol is removed in vacuo, the residue is taken up in chloroform, filtered and evaporated. By recrystallization from ethyl acetate/hexane there is obtained cyclopentyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate of melting point 210.5°-212°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04489003
Source datasetuspto-grants-1984_12
ORD IDord-f5b6bfedb0ad49c798a790cf7b0d87fe
Source noteuspto-grants-1984_12