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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478180Generated: November 3, 2026

5-Bromo-N-(2-cyclohexyl-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-4-methylisoxazole-3-carboxamide → 5-Cyclohexyl-N-(2-cyclohexyl-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-4-methylisoxazole-3-carboxamide

https://huagongshe.com/reaction/1478180

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-N-(2-cyclohexyl-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-4-methylisoxazole-3-carboxamideHCID 118511021—
ReactantHCID 178418970HCID 178418970—
CatalystHCID 178418851HCID 178418851—
SolventEthyl AcetateHCID 8857—
Product5-Cyclohexyl-N-(2-cyclohexyl-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-4-methylisoxazole-3-carboxamideHCID 118511086—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 5-bromo-N-(2-cyclohexyl-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-4-methylisoxazole-3-carboxamide (75 mg, 0.189 mmol) was added cyclohexylzinc(II) bromide (0.5M in THF) (1133 μL, 0.566 mmol) and bis(tri-t-butylphosphine)palladium(0) (9.65 mg, 0.019 mmol) and the mixture was stirred at 100° C. in the microwave for 30 minutes. The resulting mixture was diluted with EtOAc and filtered and the solvent was removed under reduced pressure. The crude material was adsorbed onto silica and purification by chromatography eluting with 0-100% EtOAc in iso-hexane afforded the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403810B2
Source datasetuspto-grants-2016_08
ORD IDord-e961c7ef316942edaf1559f17c65dbb6
Source noteuspto-grants-2016_08