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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693563Generated: October 30, 2026

Water → HCID 57898046, compound

https://huagongshe.com/reaction/1693563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178515245HCID 178515245—
SolventAcetonitrileHCID 6342—
ProductHCID 57898046HCID 5789804699.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-(4-chloro-phenyl)-1-phenyl-6-[4-(1H-pyrazol-3-yl)-phenyl]-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (4 mg, 0.008 mmol) in MeCN (0.5 mL) is added K2CO3 (5 mg) followed by MeI (0.05 mL). The mixture is heated to 60° C. for 16 h and then cooled down to room temperature. The reaction mixture is then treated with water (3 mL) and extracted with EtOAc. The combined extracts is concentrated and purified by preparative thin layer chromatography (silica gel, 30% EtOA/hexane) to provide the title compound 5-(4-chloro-phenyl)-6-[4-(1-methyl-1H-pyrazol-3-yl)-phenyl]-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one as white solid (3.8 mg, 92%). 1H NMR (CDCl3) δ (ppm) 8.33(s, 1H), 8.17(d, 2H), 7.70(d, 2H), 7.51(t, 2H), 7.38 (m, 4H), 7.11(d, 2H), 6.54(d, 1H), 3.97(s, 3H). HPLC-MS calculated C27H19ClN6O (M+1+): 479.1. Found: 479.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158634B2
Source datasetuspto-grants-2012_04
ORD IDord-d2e9dc252bf9424cb0055b9fe164877f
Source noteuspto-grants-2012_04