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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376770Generated: October 27, 2026

Sodium Methoxide → 5-(2-Methoxypyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-1H-pyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/2376770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant5-[2-(methylsulfonyl)pyrimidin-4-yl]-6-[3-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-b]pyridineHCID 67013805—
SolventMethanolHCID 887—
Product5-(2-Methoxypyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-1H-pyrazolo[3,4-b]pyridineHCID 997646951.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-[2-(methylsulfonyl)pyrimidin-4-yl]-6-[3-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-b]pyridine (90 mg, 0.2 mmol, obtained in example 127) in MeOH (5 mL) in a closed vessel, sodium methoxide (11 mg, 0.2 mmol) was added and heated to 60° C. for 24 h. Then, sodium methoxide (11 mg, 0.2 mmol) was added and it was stirred at 60° C. for 2 h more. It was allowed to cool and was concentrated. EtOAc and buffer (pH=5.3) were added. The phases were separated and the organic phase was washed with water, dried over Na2SO4 and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures at 50%, to afford 38 mg of the title compound (yield: 47%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468376B2
Source datasetuspto-grants-2008_12
ORD IDord-b77232b986e04ca48d18869559d1b537
Source noteuspto-grants-2008_12