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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630461Generated: October 30, 2026

Potassium Fluoride → (1-(5-(2,3-Difluorophenyl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)-methanone

https://huagongshe.com/reaction/630461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
Reactant(2,3-Difluorophenyl)boronic acidHCID 2734333—
Reactant(1-(5-Bromopyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanoneHCID 118666026—
CatalystHCID 178418851HCID 178418851—
SolventTetrahydrofuranHCID 8028—
Product(1-(5-(2,3-Difluorophenyl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)-methanoneHCID 118666138—

Reaction Conditions

Temperature70 °C

Reaction Steps

Potassium fluoride (0.048 g, 0.83 mmol), 2,3-difluoro phenyl boronic acid (0.10 g, 0.67 mmol), and bis(tri-tert-butylphosphine)palladium(0) (0.026 g, 0.05 mmol) were added at room temperature under an argon atmosphere to a solution of [1-(5-bromo-pyrimidin-2-yl)-3-methanesulfinyl-1H-indol-6-yl]-morpholin-4-yl-methanone (0.15 g, 0.33 mmol) in dry THF (12 mL). The reaction mixture was heated at 70° C. for 16 h, then filtered through a plug of celite and concentrated. The residue was purified by flash column chromatography [methanol/dichloromethane=1:40]. White solid. Yield: 100 mg (63% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315490B2
Source datasetuspto-grants-2016_04
ORD IDord-85922bac02304f4eb20e021b65190eca
Source noteuspto-grants-2016_04