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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872113Generated: October 30, 2026

Toluene → HCID 66635696, compound

https://huagongshe.com/reaction/872113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66635662HCID 66635662—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 66635696HCID 6663569657.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

(S)-(1-(7-(3-Methylphenyl)-3-iodo-2-methylpyrazolo[1,5-a]pyrimidin-5-yl)pyrrolidin-2-yl)methanol (22 mg), 4-methoxyphenylboronic acid (17 mg) and tetrakis(triphenylphosphine)palladium (10 mg) are added to toluene (10 mL), ethanol (3 mL) and 1 N NaHCO3 aqueous solution (1.5 mL) and stirred overnight at 90° C. 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 (12 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975264B2
Source datasetuspto-grants-2015_03
ORD IDord-03ce5d82f94e418f8edf07929a0bef51
Source noteuspto-grants-2015_03