HCID 22909633, compound → HCID 9817195, compound

Participants

Reaction Steps

The organic layer was separated and the aqueous layer was extracted with CH2Cl2 (3×50 ml), dried (Mg2SO4) and the solvent evaporated in vacuo. The residue was purified by silica gel chromatography using ethyl acetate to CH2Cl2 /MeOH (20/1) to give 2-(3,5-dimethyl-4-methoxy-2-pyridyl)methylsulfinyl-5-methyl-1,3,4-oxadiazole (70) (5.44 g, 19%, mp 114°-115° C.) along with unreacted starting material (3.82 g) and the N-oxidized products 2-(5-methyl-1,3,4-oxadiazol-2-yl)thiomethyl-3,5-dimethyl-4-methoxypyridine-N-oxide and 2-(5-methyl-1,3,4-oxadiazol-2-yl)sulfinylmethyl-3,5-dimethyl-4-methoxypyridine-N-oxide (15.76 g).

Provenance & Evidence