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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1378131Generated: November 3, 2026

Pyrrolidine → HCID 22914623, compound

https://huagongshe.com/reaction/1378131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant3-(5-chloromethyl-1,2,4-oxadiazol-3-yl)-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-oneHCID 22914314—
SolventDimethylformamideHCID 6228—
ProductHCID 22914623HCID 2291462385.4%

Reaction Steps

1.5 g (4.5 mmol) of 3-(5-chloromethyl-1,2,4-oxadiazol-3-yl)-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one were stirred at 80° for 2 hours in 1.1 ml (14 mmol) of pyrrolidine and 30 ml of N,N-dimethylformamide. By evaporation of the reaction mixture and chromatography of the residue on silica gel while eluting with methylene chloride/methanol 19/1 there were obtained 1.4 g (84%) of 5-methyl-3-[5-(pyrrolidin-1-yl)methyl-1,2,4-oxadiazol-3-yl]-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one, which was converted into the hydrochloride of m.p 251°-254°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665718
Source datasetuspto-grants-1997_09
ORD IDord-8421b4bbe0df425da2b72ecb4571a857
Source noteuspto-grants-1997_09