Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33529Generated: October 28, 2026

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

https://huagongshe.com/reaction/33529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant(5-(4-(Trifluoromethoxy)phenyl)pyridin-3-yl)methanolHCID 24729847—
SolventDichloromethaneHCID 6344—
Product3-Chloromethyl-5-(4-trifluoromethoxy-phenyl)-pyridineHCID 69106519—

Reaction Conditions

Temperature0 °C

Reaction Steps

136 mg (0.083 ml, 1.14 mmol) thionyl chloride were added drop by drop at 0° C. to a solution of 0.1 ml N,N-dimethylformamide (DMF) and 153 mg (0.57 mmol) [5-(4-Trifluoromethoxy-phenyl)-pyridin-3-yl]-methanol in 10 ml dichloromethane and stirred for 2 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 (156 mg, 89%) used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429605B2
Source datasetuspto-grants-2008_09
ORD IDord-71c7f54f53f94a33a4c52385eeadf0b6
Source noteuspto-grants-2008_09