Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923304Generated: November 1, 2026

Potassium Carbonate → HCID 74766963, compound

https://huagongshe.com/reaction/923304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 86721084HCID 86721084—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 74766963HCID 7476696333%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-chloro-1-(2-(piperidin-1-yl)ethyl)-1H-pyrazolo[3,4-d]pyrimidine (50 mg, 0.19 mmol), phenylboronic acid (73 mg, 0.60 mmol) and anhydrous K2CO3 (82 mg, 0.59 mmol) in toluene (3 mL) was introduced in a microwave vial. It was degassed by argon for 30 minutes followed by the addition of Pd(PPh3)4 (4.0 mg, 0.003 mmol) after which the mixture was degassed for 10 additional minutes. The mixture was stirred at 150° C. for 30 min under microwave irradiation (150 W). After cooling to rt, the mixture was filtered on decalite and the solvent was removed at reduced pressure. The crude was purified by flash chromatography to provide 4-phenyl-1-(2-(piperidin-1-yl)ethyl)-1H-pyrazolo[3,4-d]pyrimidine as a white solid (19.1 mg, 0.06 mmol, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278974B2
Source datasetuspto-grants-2016_03
ORD IDord-c6cb4c466e7f47a38c03d3846740ae56
Source noteuspto-grants-2016_03