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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1110202Generated: November 2, 2026

Triethylamine → (RS)-N-(2,3-Dihydro-1-(2-hydroxyethyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-1H-indole-2-carboxamide

https://huagongshe.com/reaction/1110202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(RS)-Amino-1,3-dihydro-1-(2-hydroxyethyl)-5-phenyl-2H-1,4-benzodiazepin-2-oneHCID 10357145—
Reactant1H-indole-2-carbonyl ChlorideHCID 11816208—
SolventDichloromethaneHCID 6344—
Product(RS)-N-(2,3-Dihydro-1-(2-hydroxyethyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-1H-indole-2-carboxamideHCID 14800306—

Reaction Steps

3-(RS)-Amino-1,3-dihydro-1-(2-hydroxyethyl)-5-phenyl-2H-1,4-benzodiazepin-2-one (69.0 mg, 0.234 mmole), indole-2-carbonyl chloride (43.1 mg, 0.240 mmole) and triethylamine (33.3 μl, 0.240 mmole) were combined in CH2Cl2 (3 ml). The reaction was stirred for 10 minutes at room temperature then chromatographed on silica gel (14% acetone in CH2Cl2). The product fractions were combined and evaporated to dryness in vacuo. The residue was triturated with Et2O to yield the title compound: (m.p. 160°-171° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05324726
Source datasetuspto-grants-1994_06
ORD IDord-b93e0f6143c549ad880e2ec3ba37dacd
Source noteuspto-grants-1994_06