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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419974Generated: October 25, 2026

Triethylamine → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-3-chlorobenzo[b]thiophene-2-carboxamide

https://huagongshe.com/reaction/1419974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Chlorobenzo(b)thiophene-2-carbonyl chlorideHCID 519898—
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]-3-chlorobenzo[b]thiophene-2-carboxamideHCID 1534067061.5%

Reaction Steps

To a stirred solution of 0.440 g of 3-chlorobenzo[b]thiophen-2-carbonyl chloride in 10 ml of methylene chloride is added 0.33 ml of triethylamine. After stirring for 15 minutes, 0.485 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine is added and stirring continued for 18 hours. The reaction mixture is washed with water, 1N HCl, NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography using 1:1 ethyl acetate-hexane to give 0.49 g of solid, m.p. 220°-222° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05889001
Source datasetuspto-grants-1999_03
ORD IDord-65bdebce0a8f40329e8994ab263885e5
Source noteuspto-grants-1999_03