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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469716Generated: October 29, 2026

Hydrochloric Acid → HCID 67953291, compound

https://huagongshe.com/reaction/469716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl chlorideHCID 21694907—
Reactant(S)-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amideHCID 67455816—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 67953291HCID 67953291—

Reaction Steps

To a solution of (S)-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride (0.092 g; 0.337 mmol) in tetrahydrofuran (2.5 mL) is added 1,1-dioxo-1λ6-thiomorpholine-4-carbonyl chloride (0.067 g; 0.337 mmol) and N,N-diisopropylethylamine (0.123 mL; 0.708 mmol). The mixture is stirred at room temperature for 3 hours before diluting with ethyl acetate and washing with 1N hydrochloric acid and brine. The organics are concentrated in vacuo and purified by preparatory HPLC. The product fractions are pooled and concentrated in vacuo to afford title compound. ESI m/z 399 [M+H]+/397 [M−H]−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629157B2
Source datasetuspto-grants-2014_01
ORD IDord-c9e89881f0614e31b0385fe2d482e5a1
Source noteuspto-grants-2014_01