Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242931Generated: October 27, 2026

Triethylamine → 4-(Benzoylamino)-N-[2-(N,N-dimethylamino)methyl-6-tetralinyl]benzamide

https://huagongshe.com/reaction/1242931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-(Benzoylamino)benzoic acidHCID 252597—
Reactant6-Amino-2-(N,N-dimethylamino)methyltetralin hydrochlorideHCID 21939773—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuran ethyl acetateHCID 21939870—
Product4-(Benzoylamino)-N-[2-(N,N-dimethylamino)methyl-6-tetralinyl]benzamideHCID 2193973084.4%

Reaction Steps

6-Amino-2-(N,N-dimethylamino)methyltetralin hydrochloride (139 mg), 4-benzoylaminobenzoic acid (121 mg), WSCD (0.13 ml), HOBt (92 mg), triethylamine (0.14 ml) and DMAP (61 mg) were added to DMF (4 ml). After the reaction mixture was shaken at room temperature for 20 hours using a shaker, the reaction mixture was poured into water, and extraction was conducted using ethyl acetate-THF (1:1). The organic layer was washed with water, saturated sodium bicarbonate solution and saturated aqueous sodium chloride solution, dried, and then concentrated. The resulting crude crystal was washed with hexane, to give the titled compound (181 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115750B1
Source datasetuspto-grants-2006_10
ORD IDord-86da2f95597a466a86901b039b379cdf
Source noteuspto-grants-2006_10