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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3537Generated: October 26, 2026

Triethylamine → N-[4-(4H-Pyrazolo[5,1-c][1,4]benzodiazepin-5(10H)-ylcarbonyl)phenyl]-2-methylbenzamide

https://huagongshe.com/reaction/3537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-[(2-methylbenzoyl)amino]benzoyl ChlorideHCID 10707441—
Reactant5,10-dihydro-4H-pyrazolo[5,1-c][1,4]benzodiazepineHCID 13062825—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductN-[4-(4H-Pyrazolo[5,1-c][1,4]benzodiazepin-5(10H)-ylcarbonyl)phenyl]-2-methylbenzamideHCID 21837012—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 1.37 g of 4-[(2-methylbenzoyl)amino]benzoyl chloride in 15 ml of methylene chloride, cooled to 0° C. is added 1.5 ml of triethylamine. To the mixture is added 5 mmol of 5,10-dihydro-4H-pyrazolo[5,1-c][1,4]benzodiazepine. The reaction mixture is allowed to stir at room temperature for 48 hours and the volatiles are removed in vacuo to give a residue. The residue is dissolved in 100 ml of ethyl acetate and washed with water, 2N citric acid, aqueous NaHCO3 and brine. The solution is dried with Na2SO4 and the solvent removed in vacuo. The residue is purified by flash chromatography on silica gel with ethyl acetate-hexane to give the desired product, m.p. 142°-146° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733905
Source datasetuspto-grants-1998_03
ORD IDord-640af18f5f2a4182aa628a6af14296b2
Source noteuspto-grants-1998_03