Dimethylformamide → HCID 58706535, compound

Participants

Reaction Steps

(S)-4-[5-(6-bromopyridin-2-yl)thiazol-2-yl]oxazolidin-2-one (488 mg, 1.50 mmol) obtained in Step 4 and sodium hydride (60% oily, 72 mg, 1.80 mmol) were suspended in tetrahydrofuran (5 ml) and dimethylformamide (5 ml) in an Ar stream and methyl iodide (0.1 ml, 1.65 mmol) was added while ice-cooled and stirred at room temperature for 12 hours. After the reaction solution was concentrated, water was added and it was extracted with ethyl acetate. After the organic layer was washed with a saturated brine and dried over magnesium sulfate, it was concentrated and the residue was purified by flash chromatography on silica gel (chloroform:methanol=20:1) and the title compound (205 mg, 40%) was obtained.

Provenance & Evidence