Water → HCID 54183663, compound

Participants

Reaction Steps

Pyridine (80 μl, 78 mg, 0.985 mmol) and methanesulphonic anhydride (172 mg, 0.985 mmol) were added to a solution of 5-amino-6-chloro-2,3-dimethoxy-7-methylquinoxaline (Example 3 step (e), 50 mg, 0.197 mmol) in dry tetrahydrofuran (1.6 ml) at room temperature under nitrogen. After stirring for 24 hours further pyridine (32 μl, 31 mg, 0.394 mmol) and methanesulphonic anhydride (69 mg, 0.394 mmol) were added. After a further 16 hours water (0.6 ml) was added and stirring continued for 1 hour. The mixture was diluted with ethyl acetate (15 ml) and washed with 2M hydrochloric acid (5 ml), water (5 ml), saturated sodium bicarbonate solution (5 ml) and brine (5 ml) and then dried (MgSO4), filtered and concentrated under reduced pressure. The solid residue was purified by flash chromatography on silica gel eluting with 3:1 hexane:ethyl acetate to give N-(6-chloro-2,3-dimethoxy-7-methylquinoxalin-5-yl)methanesulphonamide (55 mg, 84%) as a white solid mp 198° C.

Provenance & Evidence