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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872100Generated: November 1, 2026

Toluene → HCID 66635827, compound

https://huagongshe.com/reaction/872100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium BicarbonateHCID 516892—
Reactant(2H-1,3-benzodioxol-5-yl)boronic acidHCID 2734371—
ReactantHCID 66635660HCID 66635660—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 66635827HCID 6663582791.1%

Reaction Conditions

Temperature85 °C

Reaction Steps

(S)-(1-(7-(3,5-Difluorophenyl)-3-iodo-2-methylpyrazolo[1,5-a]pyrimidin-5-yl)pyrrolidin-2-yl)methanol (40 mg), 3,4-methylenedioxyphenylboronic acid (23 mg) and tetrakis(triphenylphosphine)palladium (10 mg) are added to toluene (5 mL), ethanol (3 mL) and 1 N NaHCO3 aqueous solution (1.5 mL) and stirred at 85° C. for 4 hours under argon atmosphere. After cooling to room temperature, the reaction solvent is removed by distillation under reduced pressure. The remainder is extracted with ethyl acetate and water. The organic layer is washed with brine and dehydrated with anhydrous MgSO4. The dehydrated organic layer is concentrated by distillation under reduced pressure and purified by column chromatography to yield the target compound (36 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975264B2
Source datasetuspto-grants-2015_03
ORD IDord-cd8eb8d167b34d84bb7cca31441bc4ea
Source noteuspto-grants-2015_03