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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263016Generated: October 30, 2026

Water → HCID 69015958, compound

https://huagongshe.com/reaction/2263016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant5-Amino-3-methylisoxazoleHCID 84590—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69015958HCID 6901595826%

Reaction Steps

To a solution of 3-methyl-5-aminoisoxazole (1.00 g, 10.2 mmol) and pyridine (0.97 ml, 12.2 mmol) in tetrahydrofuran (34 ml) was added 2,2,2-trichloroethyl chloroformate (1.69 ml, 12.2 mmol) under ice-cooling, and the mixture was stirred at room temperature for 3 hours and half. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:3) to give 718 mg (26%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-ff0fdf3e9a304f4faa3eab87366e1451
Source noteuspto-grants-2010_12