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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577266Generated: October 28, 2026

Sodium Carbonate → HCID 52913736, compound

https://huagongshe.com/reaction/577266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
ReactantHCID 66765269HCID 66765269—
SolventMethanolHCID 887—
SolventAcetonitrile--water (1/1)HCID 18373917—
ProductHCID 52913736HCID 52913736—

Reaction Steps

1-(3-iodobenzyl)-N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine (50 mg, 0.12 mmol), 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester (29 mg, 1.2 eq), sodium carbonate (31 mg, 2.5 eq) and bis(diphenylphosphino)-ferrocenedichloropalladium(II)-DCM-complex (5 mg, 0.05 eq) in ACN/water (1:1, 2 mL) were heated in the microwave for 30 min at 130° C. The reaction mixture was diluted with methanol, passed through a thiol column, washed with methanol and evaporated. The residue was dissolved in DCM, the organic phase washed with water, dried over sodium sulfate and concentrated in vacuo to afford 1-(3-(3,6-dihydro-2H-pyran-4-yl)benzyl)-N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040545B2
Source datasetuspto-grants-2015_05
ORD IDord-b2f846a08e1f4f1498507547957e51af
Source noteuspto-grants-2015_05