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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367941Generated: October 30, 2026

Triethylamine → HCID 3599105, compound

https://huagongshe.com/reaction/2367941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidine dihydrochlorideHCID 67408696—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 3599105HCID 3599105—

Reaction Steps

To solution of 125.3 mg of (S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidine dihydrochloride in 5 ml of DMF were added 81.6 mg of (3-trifluoromethyl)phenylacetic acid, 84.3 mg of 1-[3-(dimethylaminopropyl)]-3-ethylcarbodiimide hydrochloride, 67.3 mg of 1-hydroxybenzotriazole, and 153 μl of triethylamine, and the reaction mixture was stirred at room temperature for 16 hours. To the reaction mixture were added a saturated aqueous sodium bicarbonate solution and ethyl acetate, the mixture was stirred and the liquids were separated. The organic layer was washed with water and then dried, the solvent was evaporated, and the residue was purified by thin layer silica gel chromatography (chloroform:methanol=19:1) to obtain 145.7 mg of (S)-3-[(R)-(naphthalen-1-yl)ethylamino]-1 -3-trifluoromethyl)phenylacetylpyrrolidine (Example 5.017 in the following Table C).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703721B2
Source datasetuspto-grants-2014_04
ORD IDord-2168aeed7e4144dfa772320828163104
Source noteuspto-grants-2014_04