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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607153Generated: October 29, 2026

Diphenyl Ether → 2-Methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-4-one

https://huagongshe.com/reaction/607153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
Reactant2,2-Dimethyl-5-[(1-methyl-1H-pyrazol-3-ylamino)-methylene]-[1,3]dioxane-4,6-dioneHCID 67047784—
SolventAcetoneHCID 180—
Product2-Methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-4-oneHCID 13640073240.4%

Reaction Steps

A mixture of the product of Example 8a (1.50 g, 5.97 mmol) and diphenyl ether (25 mL) was heated under reflux for 1 h, with removal of the resultant acetone by distillation. The solvent was then decanted, and the remaining solid residue was dissolved in dichloromethane (5 mL) and purified by chromatography on silica gel, eluting with a 0-10% MeOH/CH2Cl2 gradient, to provide the title compound (0.360 g, 40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915411B2
Source datasetuspto-grants-2011_03
ORD IDord-c61d5a4d2d814c71b860c69af59a3f66
Source noteuspto-grants-2011_03