Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426105Generated: November 3, 2026

Methyl iodide → 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-d]pyrimidine

https://huagongshe.com/reaction/2426105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178434472HCID 178434472—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-d]pyrimidineHCID 13125572—

Reaction Steps

To a mixture of 4-chloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine (150.4 mg, 0.89 mmol, Example 3) and potassium carbonate (187 mg, 1.35 mmol) in dimethylformamide (6 mL) was added iodomethane (225 mg, 1.59 mmol, Aldrich). The reaction mixture was stirred at room temperature for 2 hours before it was diluted with ethyl acetate, washed with water, brine, dried and concentrated. The crude product was purified by flash chromatography (silica gel, hexanes-ethyl acetate, 90/10 to 60/40) to give 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-d]pyrimidine as a white solid. (Yield 162.3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968554B2
Source datasetuspto-grants-2011_06
ORD IDord-1534ab724aa8403085dbf0bcbf542ab2
Source noteuspto-grants-2011_06