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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207279Generated: November 2, 2026

Water → HCID 73776714, compound

https://huagongshe.com/reaction/2207279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(2,6-Difluoropyridin-3-yl)boronic acidHCID 2762713—
Reactant4-((6-chloro-[4,4'-bipyridin]-3-yl)oxy)-3-cyano-N-(thiazol-2-yl)benzenesulfonamideHCID 90100621—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 73776714HCID 7377671419%

Reaction Steps

10 mg (0.02 mmol) of 4-((6-chloro-[4,4′-bipyridin]-3-yl)oxy)-3-cyano-N-(thiazol-2-yl)benzenesulfonamide was dissolved in 3 mL of N,N-dimethylformamide, and 5 mg (0.03 mmol) of (2,6-difluoropyridin-3-yl)boronic acid was added thereto, and then 2.4 mg (10 mol %) of Pd(PPh3)4, 6.7 mg (0.6 mmol) of Na2CO3, and 1 mL of H2O were added thereto. After reacting with microwave reactor at 120° C. for 10 minutes, the solvent was removed, and the remaining material was diluted with ethyl acetate and the organic layer was separated, and washed with saturated sodium chloride. The organic layer was collected, dried with magnesium sulfate to remove water, and concentrated under reduced pressure, and the residue was purified by column chromatography (developing solvent, hexane:ethyl acetate=3:1) to obtain 2 mg (19% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376429B2
Source datasetuspto-grants-2016_06
ORD IDord-7f948e6144904a3cb34ddc57fea6867b
Source noteuspto-grants-2016_06