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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918078Generated: November 1, 2026

Potassium Carbonate → Phenyl 5-(2-methyl-1-morpholinopropan-2-yl)isoxazol-3-ylcarbamate

https://huagongshe.com/reaction/1918078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenyl chloroformateHCID 15891—
Reactant5-(2-Methyl-1-morpholinopropan-2-yl)isoxazol-3-amineHCID 66876413—
SolventTetrahydrofuranHCID 8028—
ProductPhenyl 5-(2-methyl-1-morpholinopropan-2-yl)isoxazol-3-ylcarbamateHCID 66876285637%

Reaction Steps

To a stirred mixture of 5-(2-methyl-1-morpholinopropan-2-yl)isoxazol-3-amine (20 mg, 0.010 mmol) and potassium carbonate (25 mg, 0.181 mmol) in THF (6 mL) at 0° C., was added dropwise phenyl chloroformate (0.010 mL, 0.08 mmol). The reaction mixture was warmed to rt and stirred for a further 15 h. The reaction mixture was filtrated and the filtrate washed with saturated aqueous sodium carbonate, then brine, and concentrated under reduced pressure. The residue was dissolved in dichoromethane and dried over sodium sulfate then filtrated. The filtrate was concentrated under reduced pressure to give the crude product. Purification via recrystallization from a mixture of diethyl ether and hexanes, afforded phenyl 5-(2-methyl-1-morpholinopropan-2-yl)isoxazol-3-ylcarbamate (22 mg) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618289B2
Source datasetuspto-grants-2013_12
ORD IDord-85c00a28602c4b21aec41ddc8c6dabba
Source noteuspto-grants-2013_12