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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336177Generated: October 30, 2026

Phosphorus oxychloride → HCID 58563844, compound

https://huagongshe.com/reaction/336177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-Isoxazolamine, 5-(1,1-dimethylethyl)-HCID 171473—
Reactant1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acidHCID 2735647—
SolventPyridineHCID 1049—
ProductHCID 58563844HCID 58563844—

Reaction Steps

To a cold (5° C.) solution of piperidine-1,3-dicarboxylic acid 1-tert-butyl ester (1 g; 4.362 mmol) and 3-amino-5-t-butylisoxazole (589 mg; 4.2 mmol) in anhydrous pyridine (12 mL) is added phosphorus oxychloride (0.393 mL; 4.362 mmol). The reaction mixture is stirred at room temperature for 30 minutes. The mixture is quenched with saturated NH4Cl aqueous solution and extracted with ethyl acetate 3 times. The organics are combined and washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography on silica using methanol/methylene chloride provides the title compound, m/z 352 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889670B2
Source datasetuspto-grants-2014_11
ORD IDord-530398048fa14b6ea64664227238925f
Source noteuspto-grants-2014_11