HCID 13537833, compound → HCID 13805987, compound

Participants

Reaction Steps

To a solution of 4,5-dimethyl-6-[1-(2,2,2-trichloroethoxycarbonyl)-1,4dihydro-4-pyridinyl]-2H-1,4-thiazin-3-one (0.38 g) in formic acid (5 ml), zinc powder (1.9 g) was added and the reaction mixture was stirred at room temperature for 2 hours. Zinc powder was removed by filtration and formic acid was removed under reduced pressure. The residue was dissolved in water and neutralized with 1N aqueous sodium hydroxide. The precipitates were extracted with ethyl acetate (50 ml×6 times). The combined extracts were dried over anhydrous magnesium sulfate and ethyl acetate was removed under reduced pressure to give an oily product. The oily product was purified by silica gel column chromatography (Wakogel C-200 particles size 100-200 mesh, chloroform/methanol=20/1) to give 4,5-dimethyl-6-(4-pyridinyl)-2H-1,4-thiazin-3-one (30 mg, yield 14.3%) as a light yellow powder.

Provenance & Evidence