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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026210Generated: October 31, 2026

Potassium Carbonate → tert-butyl [(1S)-2-({5-[5-(cyclopropylmethoxy)-1,3-benzoxazol-2-yl]isoxazol-3-yl}oxy)-1-methylethyl]carbamate

https://huagongshe.com/reaction/1026210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBromomethylcyclopropaneHCID 81503—
Reactanttert-butyl [(1S)-2-{[5-(5-hydroxy-1,3-benzoxazol-2-yl)isoxazol-3-yl]oxy}-1-methylethyl]carbamateHCID 86666264—
SolventDimethylformamideHCID 6228—
Producttert-butyl [(1S)-2-({5-[5-(cyclopropylmethoxy)-1,3-benzoxazol-2-yl]isoxazol-3-yl}oxy)-1-methylethyl]carbamateHCID 86666265—

Reaction Conditions

Temperature60 °C

Reaction Steps

(Bromomethyl)cyclopropane (0.388 mL) was added to a mixture of tert-butyl [(1S)-2-{[5-(5-hydroxy-1,3-benzoxazol-2-yl)isoxazol-3-yl]oxy}-1-methylethyl]carbamate (500 mg), potassium carbonate (552 mg) and DMF (13 mL), and the mixture was stirred at 60° C. for 5 hr. The solvent was evaporated under reduced pressure, water was added thereto, and the mixture was extracted with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was washed with hexane-ethyl acetate to give the title compound (510 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-39b075510d5b46edb8467e799a768d12
Source noteuspto-grants-2014_05