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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375661Generated: October 26, 2026

Hydrochloric Acid → Ethyl 5-(3-{((1-acetylpiperidin-4-yl)carbonyl)amino}phenyl)isoxazole-3-carboxylate

https://huagongshe.com/reaction/1375661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantEthyl 5-(3-aminophenyl)isoxazole-3-carboxylateHCID 44819012—
Reactant1-Acetylpiperidine-4-carbonyl chloride hydrochlorideHCID 53430810—
SolventDichloromethaneHCID 6344—
ProductEthyl 5-(3-{((1-acetylpiperidin-4-yl)carbonyl)amino}phenyl)isoxazole-3-carboxylateHCID 6950777278.8%

Reaction Steps

To ethyl 5-(3-aminophenyl)isoxazole-3-carboxylate (0.224 mmole) and triethylamine (0.896 mmole) in methylenechloride (3 mL) was added 1-acetyl-piperidine-4-carbonyl chloride HCl salt (0.314 mmole) via syringe at ambient temperature. After two hours, 1N HCl was added and the mixture was extracted with methylene chloride (3×40 mL). The combined organics were washed with aqueous Na2CO3, dried with anhydrous Na2SO4, filtered, concentrated under vacuo and purified by flash chromatography (10–15% ethyl acetate/Hexane) to provide (68 mg) of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169797B2
Source datasetuspto-grants-2007_01
ORD IDord-9170ff4822fc4e1587a10638502c28f8
Source noteuspto-grants-2007_01