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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352236Generated: October 26, 2026

Hydrochloric Acid → 2-Amino-N-[3-(9-chloro-3-methyl-4-oxo-5H-isoxazolo[4,3-c]quinolin-5-yl)cyclohexyl]-2-phenylacetamide

https://huagongshe.com/reaction/352236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant{[3-(9-Chloro-3-methyl-4-oxo-5H-isoxazolo[4,3-c]quinolin-5-yl)-cyclohexylcarbamoyl]-phenyl-methyl}-carbamic acid tert-butyl esterHCID 69848144—
SolventAcetic AcidHCID 176—
Product2-Amino-N-[3-(9-chloro-3-methyl-4-oxo-5H-isoxazolo[4,3-c]quinolin-5-yl)cyclohexyl]-2-phenylacetamideHCID 22713739—

Reaction Steps

{[3-(9-Chloro-3-methyl-4-oxo-5H-isoxazolo[4,3-c]quinolin-5-yl)-cyclohexylcarbamoyl]-phenyl-methyl}-carbamic acid tert-butyl ester (1.24 g; 2.2 mmol) was dissolved in excess, neat acetic acid saturated with HCl(g) (20 mL). After stirring 30 min at room temperature, the solution was concentrated to dryness by rotary evaporation. Acetic acid was removed from the resulting solid by consecutive dissolution in, and drying from, acetonitrile (thrice) and then diethyl ether (once). The solid was dissolved in 25% (v/v) isopropyl alcohol in chloroform, washed with saturated NaHCO3(aq), and dried by rotary evaporation to yield the desired product in 97% isolated yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743794B2
Source datasetuspto-grants-2004_06
ORD IDord-adc3eccee718488ca44746e865800b39
Source noteuspto-grants-2004_06