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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447338Generated: November 1, 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

https://huagongshe.com/reaction/1447338

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 numberUS04316839
Source datasetuspto-grants-1982_02
ORD IDord-72d75b5152914c58a5d489f3e1321b51
Source noteuspto-grants-1982_02