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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208658Generated: October 31, 2026

Selectfluor → 5-Fluoro-4-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

https://huagongshe.com/reaction/2208658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSelectfluorHCID 2724933—
Reactant3-cyano-4-isopropyl-6-methyl-2(1H)-pyridinoneHCID 10397314—
SolventAcetonitrileHCID 6342—
Product5-Fluoro-4-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrileHCID 8668489836.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of 6-methyl-2-oxo-4-(propan-2-yl)-1,2-dihydropyridine-3-carbonitrile (225 mg, 1.277 mmol) in MeCN (6 mL) was added Selectfluor (620 mg, 1.75 mmol). The reaction mixture was stirred at 50° C. for 3 h. After cooling to 23° C., the reaction mixture was concentrated in vacuo. The residue was purified by column chromatography (50% to 100% EtOAc-heptane to obtain the titled compound (90 mg, 36%). 1H NMR (400 MHz, CDCl3) δ ppm 3.39 (m, 1H), 2.44 (d, J=3.1 Hz, 3H), 1.41 (dd, J=7.0, 3.1 Hz, 6H); LCMS E-S (M+H)=195.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-eddfefc4cf7a49feb5ce01c08034bf72
Source noteuspto-grants-2016_06