Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1418962Generated: October 31, 2026

Dipropylamine → 7-chloro-3-(4-dipropylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one

https://huagongshe.com/reaction/1418962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDipropylamineHCID 8902—
Reactant7-chloro-3-(4-chloromethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-oneHCID 21842292—
SolventTetrahydrofuranHCID 8028—
Product7-chloro-3-(4-dipropylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-oneHCID 2184221339%

Reaction Steps

A suspension of 1.11 g (0.0028 mol) of 7-chloro-3-(4-chloromethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-6-one in 80 ml of tetrahydrofuran was treated with 7.6 ml (0.056 mol) of dipropylamine. After stirring at reflux for 24 hrs. the solution obtained was completely freed from the solvents. The residue was chromatographed over silica gel with acetonitrile as the eluent and recrystallized from hot isopropyl ether. There was obtained 0.50 g (39%) of 7-chloro-3-(4-dipropylaminomethyl-thiazol-2-yl)-8-fluoro-5-methyl-5,6-dihydro-4H-imidazo[1,5-a][1,4]-benzodiazepin-6-one as white crystals; m.p. 123°-1250.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05885986
Source datasetuspto-grants-1999_03
ORD IDord-62da80856bae4ff18db806512f2e9e3d
Source noteuspto-grants-1999_03