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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3507Generated: 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/3507

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 numberUS05733905
Source datasetuspto-grants-1998_03
ORD IDord-26852837714a48d0acc9eda7e9ce55f7
Source noteuspto-grants-1998_03