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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 439938Generated: October 27, 2026

Triethylamine → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2-methoxybenzamide

https://huagongshe.com/reaction/439938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Methoxybenzoyl chlorideHCID 88969—
Reactant10,11-dihydro-10(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 10828280—
SolventDichloromethaneHCID 6344—
ProductN-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2-methoxybenzamideHCID 1078911759.6%

Reaction Steps

To a stirred solution of 0,362 g of 2-methoxybenzoyl chloride 5 ml of methylene chloride is added 0.346 g of triethylamine at 0° C. After stirring for 3 minutes, 0.500 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine is added and stirring continued for 18 hours at room temperature. The reaction mixture is diluted with 45 ml of methylene chloride and washed with water, 2N citric acid, 1M NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered through hydrous magnesium silicate and evaporated in vacuo to give a solid which is purified by crystallization from ethyl acetate to give 0.430 g of the desired product as a crystalline solid, m.p. 185°-188° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05516774
Source datasetuspto-grants-1996_05
ORD IDord-6ff1449cb99b49178b36ab32262d9c58
Source noteuspto-grants-1996_05