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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582575Generated: October 30, 2026

Ethyl Acetate → N-(6-Chloro-3-pyridinyl)-3-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/1582575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-(Trifluoromethyl)benzoyl chlorideHCID 75257—
Reactant5-Amino-2-chloropyridineHCID 79305—
ReactantDiisopropylethylamineHCID 81531—
SolventAcetonitrileHCID 6342—
ProductN-(6-Chloro-3-pyridinyl)-3-(trifluoromethyl)benzamideHCID 979637394.5%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a stirring solution of 5-amino-2-chloropyridine (129 mg, 1 mmol) and N,N-diisopropylethylamine (209 μL, 1.2 mmol) in dry acetonitrile (5 mL) was added 3-(trifluoromethyl)benzoyl chloride (151 μL, 1 mmol). The resulting solution was heated at 55° C. for 3 h. After cooling to room temperature ethyl acetate (10 mL) was added and the solution was washed with water (2×10 mL) and dried (Na2SO4). The solvent was removed under reduced pressure and the crude material was purified by column chromatography (4:1, hexane/ethyl acetate) to afford the desired product as a white solid (284 mg, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06737422B2
Source datasetuspto-grants-2004_05
ORD IDord-da9fce6b0f1944e2a0077546fb465381
Source noteuspto-grants-2004_05