[C:1]([C:3]1[CH:4]=[C:5]([S:9]([NH:12][CH3:13])(=[O:11])=[O:10])[CH:6]=[N:7][CH:8]=1)#[N:2].[O-:14][CH2:15][CH3:16].[Na+]>C(O)C>[CH3:13][NH:12][S:9]([C:5]1[CH:6]=[N:7][CH:8]=[C:3]([CH:4]=1)[C:1](=[NH:2])[O:14][CH2:15][CH3:16])(=[O:11])=[O:10]To a solution of 5-cyano-N-methylpyridine-3-sulfonamide (0.1 g, 0.5 mmol) in ethanol was added sodium ethoxide (0.03 g, 0.55 mmol). After 2 h, the mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was concentrated under reduced pressure to afford ethyl 5-(N-methylsulfamoyl)nicotinimidate (120 mg) as an off-white solid. The material was used without further purification. MS (ES+APCI) 244.0; LCMS retention time: 3.047 min (Method I).
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