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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607154Generated: October 29, 2026

Sodium Hydroxide → 4-Chloro-2-methyl-2H-pyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/607154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-Methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-4-oneHCID 136400732—
Product4-Chloro-2-methyl-2H-pyrazolo[3,4-b]pyridineHCID 6680849088%

Reaction Steps

A mixture of the product of Example 8b (0.177 g, 1.19 mmol) and phosphorus oxychloride (3 mL) was heated under reflux for 30 min and then cooled to room temperature. The reaction mixture was poured over ice, taken to pH 8 by the addition of 1N aqueous sodium hydroxide solution, and extracted with dichloromethane (3×30 mL). The combined organic phase was dried over anhydrous magnesium sulfate, filtered, and evaporated under reduced pressure to provide the title compound (0.170 g, 88% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915411B2
Source datasetuspto-grants-2011_03
ORD IDord-d59231ea5c2146ea98c4425d194d27d5
Source noteuspto-grants-2011_03