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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1378207Generated: November 1, 2026

Hydrochloric Acid → (S)-8-chloro-1-(5-dibutylaminomethyl-1,2,4-oxadiazol-3-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one hydrochloride

https://huagongshe.com/reaction/1378207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-8-chloro-1-(5-dibutylaminomethyl-1,2,4-oxadiazol-3-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]-pyrrolo[2,1-c][1,4]benzodiazepin-9-oneHCID 54253484—
SolventEthanolHCID 702—
Product(S)-8-chloro-1-(5-dibutylaminomethyl-1,2,4-oxadiazol-3-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one hydrochlorideHCID 70074864184.2%

Reaction Steps

2.01 g (4.16 mmol) of (S)-8-chloro-1-(5-dibutylaminomethyl-1,2,4-oxadiazol-3-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one in 20 ml of ethanol were treated with 1.12 ml (4.14 mmol) of 3.70N ethanolic hydrochoric acid. After stirring at room temperature for 10 minutes the solution obtained was completely freed from the solvents. The residue was recrystallized from ethanol/ether. There were obtained 1.99 g (92%) of (S)-8-chloro-1-(5-dibutylaminomethyl-1,2,4-oxadiazol-3-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one hydrochloride (1:1) as white crystals; m.p. 163°-165° and [α]D20 =+23.2° (MeOH, c=1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665718
Source datasetuspto-grants-1997_09
ORD IDord-1ea18b3c23904699bc44c54f12311a5f
Source noteuspto-grants-1997_09