5-Chlorothiophene-2-Sulfonamide → HCID 11634654, compound

Participants

Reaction Steps

To 4-(6-fluoro-7-(methylamino)-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)benzoic acid (0.02 g, 0.063 mmol) in methylene chloride (2 ml) was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.013 g, 0.068 mmol), N,N-dimethylpyridin-4-amine (0.008 g, 0.068 mmol) followed by 5-chlorothiophene-2-sulfonamide (0.014 g, 0.07 mmol) and the mixture stirred at room temperature for 8 hr. The solvent was removed and the product purified on HPLC (C18) to give N-(5-chlorothiophen-2-ylsulfonyl)-4-(6-fluoro-7-(methylamino)-4-oxo-2H-benzo[e] [1,3] oxazin-3(4H)-yl) benzamide (0.05 g, 15%). RP-HPLC: 2.58 min; ES-MS (M+H)+=496.0; 1H-NMR (MeOH-d4) δ (ppm): 2.8 (s, 3), 5.6 (s, 2), 6.2 (d, 1), 7.1 (d, 1), 7.3 (d, 1), 7.4 (d, 2), 7.7 (d, 1), 7.9 (d, 2).

Provenance & Evidence