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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573360Generated: October 30, 2026

Isopropanol → 4-(6-Fluoro-1-methyl-1H-pyrazolo[4,3-b]pyridin-3-yl)phenol

https://huagongshe.com/reaction/573360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantMethylhydrazineHCID 6061—
Reactant[4-(Benzyloxy)phenyl](3,5-difluoropyridin-2-yl)methanoneHCID 66727888—
SolventWaterHCID 962—
Product4-(6-Fluoro-1-methyl-1H-pyrazolo[4,3-b]pyridin-3-yl)phenolHCID 13640909455.7%

Reaction Steps

A mixture of [4-(benzyloxy)phenyl](3,5-difluoropyridin-2-yl)methanone (300 mg), methylhydrazine (212 mg) and 2-propanol (5 mL) was stirred at room temperature for 30 min, and then at 90° C. for 12 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The crude material was dissolved in EtOH (20 mL) and 10% Pd—C (50% wet, 98 mg) was added. The mixture was stirred for 1 h under H2 atmosphere, filtered and evaporated. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (125 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-ab891d5c13054a37af200483cb4a3a3a
Source noteuspto-grants-2015_05