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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877971Generated: October 27, 2026

Ethyl Acetate → 3,5-Dichloro-N-(6-chloro-4-o-tolyl-pyridin-3-yl)-N-methyl-benzamide

https://huagongshe.com/reaction/877971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3,5-Dichlorobenzoyl chlorideHCID 76191—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-chloro-N-methyl-4-(2-methylphenyl)pyridin-3-amineHCID 57710443—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product3,5-Dichloro-N-(6-chloro-4-o-tolyl-pyridin-3-yl)-N-methyl-benzamideHCID 60197190—

Reaction Steps

3,5-Dichlorobenzoyl chloride (635 mg, 3.03 mmol, CAS RN 2905-62-6) was added to a solution of 6-chloro-N-methyl-4-o-tolylpyridin-3-amine (470 mg, 2.02 mmol, prepared as described in WO2005/002577) and DIPEA (705 μL, 4.04 mmol) in CH2Cl2 (15 mL). The reaction mixture was stirred for 1 h after which the reaction mixture was loaded directly onto a silica gel column. The title compound was isolated by flash chromatography (25% EtOAc in n-hexane) as a foamy oil (641 mg, 78%). MS (ESI): m/z=404.9 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-5126d75c00a54cf195008eafeaf5deed
Source noteuspto-grants-2015_03