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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049345Generated: November 1, 2026

Potassium Carbonate → HCID 90403125, compound

https://huagongshe.com/reaction/1049345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
ReactantHCID 90403179HCID 90403179—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90403125HCID 9040312577%

Reaction Conditions

Temperature85 °C

Reaction Steps

A suspension of triphenylphosphine (0.033 g, 0.125 mmol), K2CO3 (0.118 g, 0.856 mmol), Pd(OAc)2 (0.007 g, 0.031 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrazole (0.089 g, 0.428 mmol) and 5-((2-chloropyridin-4-yl)oxy)-6-(trifluoromethyl)pyridin-2-amine (0.062 g, 0.214 mmol) in dioxane (6 mL) and water (1.5 mL) was sparged with Ar and heated at 85° C. overnight. The mixture was cooled to RT, treated with brine, extracted with EtOAc (3×) and the combined organics were dried over Na2SO4, concentrated and purified via silica gel chromatography (MeOH/EtOAc) to afford 5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)-6-(trifluoromethyl)pyridin-2-amine (55 mg, 77%). MS (ESI) m/z: 336.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382228B2
Source datasetuspto-grants-2016_07
ORD IDord-6abb863ff65a45f4ad7b34d4c2b7aa50
Source noteuspto-grants-2016_07