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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270113Generated: October 29, 2026

Chlorzoxazone → (3S)-N-(5-chloro-2-hydroxyphenyl)-3-hydroxypyrrolidine-1-carboxamide

https://huagongshe.com/reaction/270113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorzoxazoneHCID 2733—
Reactant(3S)-pyrrolidin-3-olHCID 2733874—
Product(3S)-N-(5-chloro-2-hydroxyphenyl)-3-hydroxypyrrolidine-1-carboxamideHCID 68963403880%

Reaction Steps

5-chloro-1,3-benzoxazole-2(3H)-one (577 mg, 0.34 mmol) and (3S)-pyrrolidin-3-ol (0.6 mL, 0.74 mmol) was heated to 90° C. for 2 hrs. The resulting red solidified oil was purified on silica (dichloromethane/methanol) to give the titled compound (768 mg, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-3c3f915fa0da416aa7c54c03394e10c0
Source noteuspto-grants-2008_11