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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016292Generated: October 26, 2026

Triethylamine → 5-Chloro-3-[1[3-(dimethylamino)benzoyl]-1,2,3,6-tetrahydro-4-pyridinyl]-1H-indole

https://huagongshe.com/reaction/1016292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant5-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 3050532—
Reactant3-Dimethylaminobenzoyl chlorideHCID 7010342—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-3-[1[3-(dimethylamino)benzoyl]-1,2,3,6-tetrahydro-4-pyridinyl]-1H-indoleHCID 1840683995%

Reaction Steps

A mixture of 5-chloro-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (0.53 g, 2.3 mmol) (Eur. J. Med. Chem., 1987, 22, 33-43) and 3-(dimethylamino)benzoyl chloride (0.5 g, 2.3 mmol) (Chem. Pharm. Bull., 1980, 28, 2045-2051) in tetrahydrofuran was stirred and treated with triethylamine (0.64 mL, 2 eq). The mixture was stirred for 2 h, treated with aqueous sodium bicarbonate (50 mL) and extracted with ethyl acetate. The organic phase was washed with brine and dried (Na2SO4) to give the title compound (0.83 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06476028B1
Source datasetuspto-grants-2002_11
ORD IDord-343eeec250434045b0a93fe0ea4fc762
Source noteuspto-grants-2002_11