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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241969Generated: October 30, 2026

Potassium Acetate → 4-chloro-6-(6-methoxypyridin-3-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/241969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium AcetateHCID 517044—
Reactant(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
Reactant4,6-dichloro-1-methyl-1H-pyrazolo[3,4-b]pyridineHCID 58083235—
Solvent1,4-DioxaneHCID 31275—
Product4-chloro-6-(6-methoxypyridin-3-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridineHCID 5808323744.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-b]pyridine 5 (0.5 g, 4.9 mmol) was dissolved in 1,4-dioxane (8 mL) and 6-methoxypyridin-3-ylboronic acid (0.4 g) and 1 M KOAc (8 mL) were added in a microwave tube. Nitrogen was bubbled through the solution for 1 minute. 1,1′-Bis(diphenylphosphino)ferrocenepalladium (II) chloride (1.2 g) was added and the resultant mixture was heated by microwave at 120° C. for 5 minutes. The reaction mixture was concentrated in vacuo and purified by flash chromatography (30% EtOAc in hexane) to provide 4-chloro-6-(6-methoxypyridin-3-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridine (0.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653098B2
Source datasetuspto-grants-2014_02
ORD IDord-d687c3c8a7104f0f9695edd2963bb56b
Source noteuspto-grants-2014_02