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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336183Generated: October 29, 2026

Hydrochloric Acid → 1-(4-Chloro-benzenesulfonyl)-piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide

https://huagongshe.com/reaction/336183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Chlorobenzenesulfonyl chlorideHCID 7398—
ReactantDiisopropylethylamineHCID 81531—
ReactantPiperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amideHCID 58563805—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-(4-Chloro-benzenesulfonyl)-piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amideHCID 46872156—

Reaction Steps

To a solution of 4-chlorophenylsulfonyl chloride (117.35 mg; 0.556 mmol) in DMF (2 mL) is added piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride (160 mg; 0.556 mmol), N,N-diisopropylethylamine (0.261 mL; 1.5 mmol) and 4-dimethylaminopyridine (2 mg, 0.016 mmol). The reaction mixture is left stirring at room temperature for 18 hours. After this time, the mixture is diluted with ethyl acetate and washed with water 3 times, then 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 426/428 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889670B2
Source datasetuspto-grants-2014_11
ORD IDord-9cc808a8503f4899baf705b2d519f451
Source noteuspto-grants-2014_11