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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278535Generated: November 1, 2026

Methanol → 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-pyridin-4-yl-3H-pyrimidin-4-one

https://huagongshe.com/reaction/2278535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCesium carbonateHCID 10796—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 2734648—
Reactant2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-chloro-3H-pyrimidin-4-oneHCID 136378674—
CatalystWaterHCID 962—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-pyridin-4-yl-3H-pyrimidin-4-oneHCID 13609847229.8%

Reaction Steps

In a microwave tube, a mixture of 59 mg of 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-chloro-3H-pyrimidin-4-one, 88 mg of pyridine-4-boronic acid pinacol ester, 32 mg of tetrakis(triphenylphosphine)palladium and 0.26 ml of a 1.5M cesium carbonate solution in 1.25 ml of dioxane is microwave-irradiated for one and a half hours at 100° C. The reaction medium is taken up with a mixture of methanol, ethyl acetate and a few drops of water. The solid formed is filtered off and washed with water and then dried so as to give 20 mg of 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-pyridin-4-yl-3H-pyrimidin-4-one in the form of a beige solid, the characteristics of which are the following:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133168B2
Source datasetuspto-grants-2015_09
ORD IDord-76b90d01971944149eb7fcd73e55c9b5
Source noteuspto-grants-2015_09