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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634444Generated: October 29, 2026

Potassium Carbonate → 3-(1-(4-Amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(6-methylpyridin-3-yl)-1H-isochromen-1-one

https://huagongshe.com/reaction/634444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Pyrazolo[3,4-d]pyrimidin-4-amineHCID 75420—
Reactant3-(1-Bromoethyl)-4-(6-methylpyridin-3-yl)-1H-isochromen-1-one hydrobromideHCID 118131440—
SolventDimethylformamideHCID 6228—
Product3-(1-(4-Amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(6-methylpyridin-3-yl)-1H-isochromen-1-oneHCID 11813122415%

Reaction Steps

3-(1-Bromoethyl)-4-(6-methylpyridin-3-yl)-1H-isochromen-1-one hydrobromide (intermediate C10, 120 mg, 0.282 mmol), 1H-pyrazolo[3,4-d]pyrimidin-4-amine (76 mg, 0.565 mmol), and K2CO3 (117 mg, 0.847 mmol) were stirred in DMF (1.5 ml) at 50° C. for 2.5 hrs. The reaction mixture was diluted with 1M HClaqueous (2 ml) and purified via reverse phase chromatography with a Biotage C18 SNAP column (Phase A, water 95%, ACN 5%, formic acid 0.1%); Phase B ACN 95%, water 5%, formic acid 0.1%) to give the title compound as colourless solid (16.7 mg, 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-15fd473e6c424213b0dfe3510adbc62e
Source noteuspto-grants-2016_04