Methyl iodide → 5-Bromo-1,4-dimethyl-1,2-dihydropyridin-2-one

Participants

Role	Name	HCID	Charge
Reactant	Methyl iodide	HCID 6328	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	5-Bromo-2-hydroxy-4-methylpyridine	HCID 819937	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Product	5-Bromo-1,4-dimethyl-1,2-dihydropyridin-2-one	HCID 67281826	—

Reaction Conditions

Temperature	60 °C

Reaction Steps

To a solution of 5-bromo-4-methylpyridin-2(1H)-one (164 mg, 0.872 mmol) and iodomethane (124 mg, 0.872 mmol) in DMSO (3 mL) was added potassium carbonate (121 mg, 0.872 mmol). The mixture was stirred at 60° C. overnight, filtered, and purified via preparative HPLC, eluting with a gradient of 20-70% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA) to give the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09434743B2
Source dataset	uspto-grants-2016_09
ORD ID	ord-fe8fd08f64a148a9b12e5008fd63ca04
Source note	uspto-grants-2016_09