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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1923520Generated: November 2, 2026

Thionyl Chloride → 2-(4-Chloromethyl-5-methyl-isoxazol-3-yl)-5-fluoro-pyridine

https://huagongshe.com/reaction/1923520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant[3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanolHCID 66599256—
SolventDichloromethaneHCID 6344—
Product2-(4-Chloromethyl-5-methyl-isoxazol-3-yl)-5-fluoro-pyridineHCID 6664352998.4%

Reaction Steps

To a solution of [3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanol (1.0 g, 4.8 mmol) in DCM (9.6 mL) at 0° C. was added thionyl chloride (697 μL, 9.6 mmol) and the resulting mixture stirred for 30 min and then evaporated. After 1 h the reaction mixture was concentrated to give the title compound (1.07 g, 98%) as an off white solid. MS: m/e=227.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178522B2
Source datasetuspto-grants-2012_05
ORD IDord-6cd60dec73b1454399acefbadd5525bd
Source noteuspto-grants-2012_05