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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631476Generated: October 27, 2026

Potassium Carbonate → Phenyl 5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-ylcarbamate

https://huagongshe.com/reaction/631476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenyl chloroformateHCID 15891—
Reactant5-(1,3-Difluoro-2-methylpropan-2-yl)isoxazol-3-amineHCID 66877404—
SolventTetrahydrofuranHCID 8028—
ProductPhenyl 5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-ylcarbamateHCID 6687614876%

Reaction Steps

Using the procedure described in Example 161C, using 5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-amine (0.287 g, 1.6 mmol), phenyl chloroformate (0.313 g, 2 mmol) were reacted in the presence of K2CO3 (0.345 g, 2.5 mmol) in THF (15 mL), and purified by silica gel chromatography (using 5-25% EtOAc/hexane as eluants) to afford phenyl 5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-ylcarbamate as a solid (0.358 g, 76%). 1H NMR (300 MHz, CDCl3) δ 8.17 (br, 1H), 7.42 (m, 2H), 7.26 (m, 1H), 7.20 (m, 2H), 6.81 (s, 1H), 4.67 (q, 2H), 4.51 (q, 2H), 1.42 (s, 3H); LC-MS (ESI) m/z 297 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09320739B2
Source datasetuspto-grants-2016_04
ORD IDord-5a62db23ca0244108053f4d457a0ab64
Source noteuspto-grants-2016_04