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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420024Generated: October 26, 2026

Triethylamine → N-[4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-yl)carbonyl)phenyl]-2-methylbenzamide

https://huagongshe.com/reaction/1420024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-[(2-methylbenzoyl)amino]benzoyl ChlorideHCID 10707441—
Reactant6,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepineHCID 12359341—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductN-[4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-yl)carbonyl)phenyl]-2-methylbenzamideHCID 21837085—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 1.37 g (5 mmol) of 4-[(2-methylbenzoyl)amino]benzoyl chloride in 10 ml of methylene chloride, cooled to 0° C. is added 7 mmol of triethylamine and 5 mmol of 6,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepine. The cooling bath is removed and the reaction mixture is allowed to stir at room temperature for 48 hours. 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 to give a solid. The solid is triturated with ether-hexane to give the desired product, mass spectrum (CI):422(M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05889001
Source datasetuspto-grants-1999_03
ORD IDord-b1653123729141bdaa5e7964ef23d7a6
Source noteuspto-grants-1999_03