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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 67494Generated: October 23, 2026

ethyl 5-(2,4-dimethoxybenzyl)-8-fluoro-5,6-dihydro-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate → N-Desmethylflumazenil

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Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl 5-(2,4-dimethoxybenzyl)-8-fluoro-5,6-dihydro-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylateHCID 20515335—
SolventTrifluoroacetic acidHCID 6422—
ProductN-DesmethylflumazenilHCID 6426758—

Reaction Steps

13.0 g (29.6 mmol) of ethyl 5-(2,4-dimethoxybenzyl)-8-fluoro-5,6-dihydro-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate are heated to boiling under reflux for 4 hours in 45 ml of trifluoroacetic acid. After evaporation of the dark red suspension in vacuo, the residue is treated with water and made alkaline with ca 100 ml of 15 percent potassium carbonate solution. The separated material is filtered off under suction and washed with water. After recrystallisation from ca 500 ml of ethanol, there is obtained ethyl 8-fluoro-5,6-dihydro-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate of melting point 298° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04346033
Source datasetuspto-grants-1982_08
ORD IDord-c21837b5122a4209a696f0a57b197824
Source noteuspto-grants-1982_08