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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33522Generated: October 26, 2026

Dimethylformamide → 3-Chloromethyl-5-(4-trifluoromethyl-phenyl)-pyridine

https://huagongshe.com/reaction/33522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant(5-(4-(Trifluoromethyl)phenyl)pyridin-3-yl)methanolHCID 1519486—
SolventDichloromethaneHCID 6344—
Product3-Chloromethyl-5-(4-trifluoromethyl-phenyl)-pyridineHCID 69106098—

Reaction Conditions

Temperature0 °C

Reaction Steps

177 mg (0.11 ml, 1.49 mmol) thionyl chloride were added drop by drop at 0° C. to a solution of 0.1 ml N,N-dimethylformamide (DMF) and 196 mg (0.74 mmol) [5-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-methanol in 6 ml dichloromethane and stirred for 1.5 h at 0° C. The mixture was poured on ice/sodium bicarbonate solution and the organic phase separated. The water phase is extracted with dichloromethane. The combined organic phases were washed with water, dried (sodium sulphate), evaporated and the obtained material (174 mg, 81%) used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429605B2
Source datasetuspto-grants-2008_09
ORD IDord-b04acf9a30034fa1a1080466a7e92ccd
Source noteuspto-grants-2008_09