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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707642Generated: October 30, 2026

Triethylamine → 2-(5-Methanesulfonyloxymethyl-isoxazol-3-yl)-pyridine

https://huagongshe.com/reaction/707642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant3-(2-Pyridinyl)-5-isoxazolemethanolHCID 686542—
SolventDichloromethaneHCID 6344—
Product2-(5-Methanesulfonyloxymethyl-isoxazol-3-yl)-pyridineHCID 86706840—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 2-(5-hydroxymethyl-isoxazol-3-yl)-pyridine (4.0 gm), and triethylamine (6.5 ml) in dichloromethane (40 ml) was added methanesulfonyl chloride (2.8 ml) at 0° C. The reaction mixture was stirred at 0° C. over a period of 1 h. The reaction was quenched by addition of water and layers were separated. Aqueous layer was extracted with dichloromethane (40 ml×2). Combined organic layer was washed with aqueous sodium bicarbonate solution followed by water and evaporated under vacuum to provide the title compound in 5.1 gm quantity (84%) as a semisolid, which was used without purification for the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09175031B2
Source datasetuspto-grants-2015_11
ORD IDord-9443767c32f349dababd96366b409d9e
Source noteuspto-grants-2015_11