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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57813Generated: October 24, 2026

Sodium Carbonate → 1-(6-Fluoro-2-pyridyl)-6-(5-isopropenyl-3-pyridyl)pyrazolo[4,3-c]pyridine

https://huagongshe.com/en/reaction/57813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium acetate hydrateHCID 23702041—
Reactant6-Chloro-1-(6-fluoropyridin-2-yl)-1H-pyrazolo[4,3-c]pyridineHCID 86280243—
Reactant3-(Prop-1-en-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 86707019—
CatalystHCID 178418807HCID 178418807—
SolventAcetonitrileHCID 6342—
Product1-(6-Fluoro-2-pyridyl)-6-(5-isopropenyl-3-pyridyl)pyrazolo[4,3-c]pyridineHCID 86707021—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 6-chloro-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridine (1.759 mmol; 437.3 mg), 3-isopropenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (2.638 mmol; 646.6 mg), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (0.1759 mmol; 147 mg), potassium acetate hydrate (2.638 mmol; 1.3 mL) and sodium carbonate (2.638 mmol; 1.3 mL) in Acetonitrile (10 mL) in a pressure tube was heated under microwave at 150° C. for 5 min. The mixture was cooled to room temperature. The layers were separated. The aqueous layer was extracted with EtOAc. The combined organic layer was concentrated. The residue was purified on silica eluted with 0 to 6% MeOH in DCM to afford 1-(6-fluoro-2-pyridyl)-6-(5-isopropenyl-3-pyridyl)pyrazolo[4,3-c]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-46c1ff7a52d94e9c8438720064bfdcd0
Source noteuspto-grants-2016_09