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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263552Generated: October 25, 2026

Triethylamine → 2,3-dihydro-1H-indole-1-carboxamide

https://huagongshe.com/reaction/263552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
Reactant(-) (2aR,4S)-6-acetyl-4-[di(cyclopropylmethyl)amino]-1,2,2a,3,4,5-hexahydrobenz[cd]indoleHCID 18654740—
SolventDichloromethaneHCID 6344—
Product2,3-dihydro-1H-indole-1-carboxamideHCID 771524248.2%

Reaction Steps

To a solution of (-) (2aR,4S)-6-acetyl-4-[di(cyclopropylmethyl)amino]-1,2,2a,3,4,5-hexahydrobenz[cd]indole (2.5 g, 7.7 mmol) and triethylamine (1.1 ml, 8 mmol) in 90 ml CH2Cl2 was added dropwise a solution of 2,2,2-trichloroethylchloroformate (1.7 g, 8 mmol) in 10 ml CH2Cl2. The reaction mixture was stirred at room temperature for one hour and then extracted with water and 1N HCl. The organic solution was washed with a saturated NaHCO3 solution and a saturated brine solution, dried over MgSO4 and then concentrated to dryness in vacuo to give 3.1 g of the 1-carbamylindoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05643934
Source datasetuspto-grants-1997_07
ORD IDord-45d9156649634867a8ccb5b6e8a8cb72
Source noteuspto-grants-1997_07