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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522566Generated: October 31, 2026

Hydrazine → 7-chloro-6-fluoro-1H-pyrazolo[4,3-b]pyridine

https://huagongshe.com/reaction/1522566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant4-Chloro-3,5-difluoropicolinaldehydeHCID 84819784—
Solvent1-ButanolHCID 263—
Product7-chloro-6-fluoro-1H-pyrazolo[4,3-b]pyridineHCID 67470511—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 4-chloro-3,5-difluoropicolinaldehyde (533 mg, 3.0 mmol) in n-BuOH (15 mL) was added hydrazine (0.113 mL, 3.60 mmol) and the reaction was heated at 110° C. for 22 hours. The reaction mixture was cooled, concentrated and the residue was dissolved in EtOAc (100 mL) and washed with saturated Na2CO3 solution, dried over Na2SO4, and evaporated to give a residue which was purified by silica gel column chromatography eluted with hexanes/EtOAc (0-100%) to give the title compound. MS [M+H] found 172.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073918B2
Source datasetuspto-grants-2015_07
ORD IDord-3aead7e3af944aacb7c1b09d00ba84ca
Source noteuspto-grants-2015_07