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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513244Generated: October 30, 2026

Cesium carbonate → HCID 86296098, compound

https://huagongshe.com/reaction/513244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3,5-Dimethylisoxazole-4-boronic acidHCID 2734346—
ReactantHCID 117599550HCID 117599550—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86296098HCID 86296098—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-Bromo-3-methyl-3-phenyl-1,3-dihydro-indol-2-one (602 mg, 2 mmol), compound 3,5-dimethylisoxazole-4-boronic acid (564 mg, 4 mmol), Pd(PPh3)4 (440 mg, 0.4 mmol) and Cs2CO3 (1.624 g, 5 mmol) in dioxane (10 mL) and H2O (5 mL) is stirred at 80° C. under nitrogen for 20 hours. The mixture is poured into water (20 mL) and extracted with ethyl acetate (20 mL×3). The combined organic phase is washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue is purified by chromatography on silica gel (ethyl acetate:petroleum ether=1:2) to give the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102684B2
Source datasetuspto-grants-2015_08
ORD IDord-6c38f7867134472681f5aad3ceba67b7
Source noteuspto-grants-2015_08