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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929968Generated: October 30, 2026

Diisopropylethylamine → HCID 67125942, compound

https://huagongshe.com/reaction/929968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl (4-aminophenyl)carbamateHCID 688611—
ReactantPhenyl 5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-ylcarbamateHCID 66876148—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67125942HCID 67125942100.3%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a stirred solution of tert-butyl 4-aminophenylcarbamate (176 mg, 0.85 mmol) in 5 mL of THF was added phenyl 5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-ylcarbamate (250 mg, 0.85 mmol), DIEA (147 mL, 0.85 mmol), and DMAP (5.2 mg, 0.043 mmol). The resulting mixture was heated at 65° C. for 90 min. LC-MS indicated that the reaction was complete. The organic solvent was removed under reduced pressure and the residue was purified with silica gel column chromatography, eluting with 0-50% EtOAc in hexanes, to give tert-butyl 4-(3-(5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl)ureido)phenylcarbamate (350 mg, 95%). LC-MS (ESI) m/z 411 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296722B2
Source datasetuspto-grants-2016_03
ORD IDord-79dbce06bbcc42cb905f243b442905e8
Source noteuspto-grants-2016_03