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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924465Generated: October 31, 2026

Acetate → 4-(cyclopropylmethyl)-2-(4-fluoro-2-methylphenyl)pyrido[2,3-b]pyrazin-3(4H)-one

https://huagongshe.com/reaction/1924465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetateHCID 175—
ReactantSodium CarbonateHCID 10340—
Reactant(4-Fluoro-2-methylphenyl)boronic acidHCID 2734665—
Reactant2-bromo-4-(cyclopropylmethyl)pyrido[2,3-b]pyrazin-3(4H)-oneHCID 58103198—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(cyclopropylmethyl)-2-(4-fluoro-2-methylphenyl)pyrido[2,3-b]pyrazin-3(4H)-oneHCID 4421873145.3%

Reaction Steps

To 200 mg (0.71 mM) of 2-bromo-4-(cyclopropylmethyl)pyrido[2,3-b]pyrazin-3(4H)-one and 25.3 mg (0.036 mM) of bis(triphenylphosphine) palladium(II)chloride in 1 ml of dimethylformamide were added 142.9 mg (0.93 mM) of (4-fluoro-2-methylphenyl)boronic acid, 0.1 ml of ethanol and 715 μl of a 2M aqueous solution of sodium carbonate. The reaction mixture was then refluxed for 20 h under stirring. Water and ethyle acetate were added. The organic layer was separated, washed with water, dried on anhydrous sodium sulfate and the solvent was removed under vacuum. The compound was further purified by silica gel column chromatography, using dichloromethane as eluant, to give, after evaporation, 100 mg of 4-(cyclopropyl methyl)-2-(4-fluoro-2-methylphenyl)pyrido[2,3-b]pyrazin-3(4H)-one as a white solid. (Yield: 45.3%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178556B2
Source datasetuspto-grants-2012_05
ORD IDord-2b1db21b166948fa860d7933e2b6cd35
Source noteuspto-grants-2012_05