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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73243Generated: October 28, 2026

Acetic Anhydride → N-(5-t-butyl-3-isoxazolyl)isobutyramide

https://huagongshe.com/reaction/73243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(5-tert-butyl-isoxazol-3-yl)-2-methyl-2-(piperidin-3-ylmethylsulfanyl)-propionamideHCID 59704015—
ProductN-(5-t-butyl-3-isoxazolyl)isobutyramideHCID 13020366—

Reaction Steps

A solution of 175 mg (0.52 mmol) of N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-2-(piperidin-3-ylmethylsulfanyl)-propionamide 0.18 mL (1.04 mmol) of N,N-diisopropylethylamine and acetic anhydride (1.5 mL) were heated for 0.5 h to 100° C. within a microwave (CEM discover). The solvent was removed under reduced pressure. The residue was dissolved in DCM (5 mL) and washed with saturated aqueous NaHCO3 solution (5 mL). The organic phase was dried over Na2SO4, filtered and the filtrate concentrated under reduced pressure to afford 183 mg of 241-acetyl-piperidin-3-ylmethylsulfanyl)-N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-propionamide, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829034B2
Source datasetuspto-grants-2014_09
ORD IDord-32af91b7a1094d33aed4b94cd22533e5
Source noteuspto-grants-2014_09