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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368115Generated: October 31, 2026

Isobutyl iodide → tert-butyl [(1S)-1-methyl-2-({1-[6-(2-methylpropoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)ethyl]carbamate

https://huagongshe.com/reaction/2368115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyl iodideHCID 10556—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl [(1S)-2-{[1-(6-hydroxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamateHCID 86658692—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-butyl [(1S)-1-methyl-2-({1-[6-(2-methylpropoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)ethyl]carbamateHCID 8665870556.6%

Reaction Steps

To a solution of tert-butyl [(1S)-2-{[1-(6-hydroxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamate (150 mg) in DMF (5 mL) were added potassium carbonate (210 mg) and 1-iodo-2-methylpropane (190 mg), and the mixture was stirred at room temperature for 15 hr. The reaction mixture was 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 (97 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703758B2
Source datasetuspto-grants-2014_04
ORD IDord-c1854de004b54e65a523d53dc7a4a998
Source noteuspto-grants-2014_04