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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895916Generated: October 31, 2026

Water → HCID 22382014, compound

https://huagongshe.com/reaction/895916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Methyl-4-(trifluoromethyl)pyridin-2(1H)-oneHCID 2782992—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 22382014HCID 2238201497.7%

Reaction Steps

To a suspension of 6-methyl-4-(trifluoromethyl)-1H-2-pyridone (2 g, 11.25 mmol) and potassium carbonate (4.68 g, 33.9 mmol) in DME (25 mL) was added iodomethane (9.62 g, 67.8 mmol) at room temperature and the reaction mixture was heated to reflux overnight. The reaction mixture was cooled to room temperature, poured into water (100 mL) and extracted with ethyl acetate (3×100 mL). The combined extracts were washed with brine solution (200 mL) and were dried over anhydrous magnesium sulfate. Filtration of the drying agent and concentration of the solvent gave the crude product which was purified by silica gel chromatography on a Biotage (40 m) column to obtain 2.1 g (97% yield) of 1,6-dimethyl-4-(trifluoromethyl)-2-pyridone as a white solid: mp 80-82° C. EI-HRMS m/e calcd for C8H8F3NO (M+) 191.0558. found 191.0559. b) Preparation of 1,6-dimethyl-3-iodo-4-(trifluoromethyl)-2-pyridone

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06916933B2
Source datasetuspto-grants-2005_07
ORD IDord-c7479619100a42da870923b71fe26fec
Source noteuspto-grants-2005_07