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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368086Generated: October 30, 2026

Potassium Carbonate → tert-butyl [(1S)-2-({1-[5-(cyclobutylmethoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)-1-methylethyl]carbamate

https://huagongshe.com/reaction/2368086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(Bromomethyl)cyclobutaneHCID 2734658—
Reactanttert-butyl [(1S)-2-{[1-(5-hydroxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamateHCID 86658695—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-butyl [(1S)-2-({1-[5-(cyclobutylmethoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)-1-methylethyl]carbamateHCID 8665869783.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of tert-butyl [(1S)-2-{[1-(5-hydroxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamate (389 mg) in DMF (5 mL) were added potassium carbonate (413 mg) and (bromomethyl)cyclobutane (297 mg), and the mixture was stirred with heating at 60° C. for 6 hr under a nitrogen atmosphere. The reaction mixture was allowed to cool to room temperature, diluted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (380 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703758B2
Source datasetuspto-grants-2014_04
ORD IDord-550c85ae716341f59598af45e797dc5a
Source noteuspto-grants-2014_04