Cesium carbonate → 6-(2-Chloropyridin-4-yloxy)-2-(methylthio)benzo[d]thiazole

Participants

Reaction Conditions

Reaction Steps

To the mixture of 2-(methylthio)benzo[d]thiazol-6-ol (1 g, 5.08 mmol) and cesium carbonate (4.55 g, 14 mmol) in 15 ml of NMP was added 2-chloro-4-fluoropyridine (1.32 mg, 10 mmol). The reaction mixture was stirred at 55° C. for overnight. The reaction mixture was poured into 80 ml of aq. saturated NaHCO3 and extracted with ethyl acetate (2×150 ml). The combined organic layers were washed with aq. 0.1M NaHSO4 (60 ml), water (2×60 ml) and brine (60 ml), then dried over MgSO4, filtered and evaporated in vacuo to give 6-(2-chloropyridin-4-yloxy)-2-(methylthio)benzo[d]thiazole (1.72 g) as brown oil that carried on to next step without purification. ES/MS m/z 308.9 (MH+).

Provenance & Evidence