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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1378006Generated: October 31, 2026

HCID 22876572, compound → (S)-8-chloro-7-fluoro-12,12a-dihydro-1-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

https://huagongshe.com/reaction/1378006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 22876572HCID 22876572—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product(S)-8-chloro-7-fluoro-12,12a-dihydro-1-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-oneHCID 5384501780%

Reaction Steps

2.27 g (5 mmol) of (S)-1-(5-diallylaminomethyl-1,2,4-oxadiazol-3-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one were hydrogenated in 80 ml of ethyl acetate in the presence of 35 mg of 5% palladium-on-charcoal at room temperature and normal pressure. After separating the catalyst the reaction mixture was purified by chromatography on silica gel while eluting with ethyl acetate. There were obtained 1.83 g (80%) of (S)-8-chloro-7-fluoro-12,12a-dihydro-1-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was converted into the hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665718
Source datasetuspto-grants-1997_09
ORD IDord-8dc6b500091b4744af6cbc95d1208f6f
Source noteuspto-grants-1997_09