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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630521Generated: November 2, 2026

Potassium Carbonate → N-(2-Amino-2-oxoethyl)-1-(5-(2-fluoro-5-methoxyphenyl)pyrimidin-2-yl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamide

https://huagongshe.com/reaction/630521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluoro-5-methoxyphenylboronic acidHCID 4157211—
ReactantN-(2-Amino-2-oxoethyl)-1-(5-bromopyrimidin-2-yl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamideHCID 118666048—
SolventWaterHCID 962—
Solvent2-Methyl-2-butanolHCID 6405—
ProductN-(2-Amino-2-oxoethyl)-1-(5-(2-fluoro-5-methoxyphenyl)pyrimidin-2-yl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamideHCID 118666079—

Reaction Conditions

Temperature95 °C

Reaction Steps

Potassium carbonate (110 mg, 0.79 mmol) and (Ataphos)2PdCl2 (19 mg, 0.026 mmol) were added under an inert atmosphere to a solution of 279a) (120 mg, 0.26 mmol) and 2-fluoro-5-methoxyphenylboronic acid (91 mg, 0.53 mmol) in tert-amylalcohol (4.0 mL) and water (0.4 mL). The reaction mixture was stirred for 4 h at 95° C., then cooled to ambient temperature and filtered over celite. The filtrate was evaporated to dryness and the residue was purified by flash column chromatography [silica; methanol/dichloromethane=4:96]. White solid. Yield: 35 mg (27% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315490B2
Source datasetuspto-grants-2016_04
ORD IDord-3bb3936b28264c3a8a6f34d68c2622cd
Source noteuspto-grants-2016_04