Sulfamide → N-[3-({4-[4-(3-Bromo-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl]-1,2,5-oxadiazol-3-yl}amino)propyl]sulfamide

Participants

Reaction Steps

A solution of 3-{4-[(3-aminopropyl)amino]-1,2,5-oxadiazol-3-yl}-4-(3-bromo-4-fluorophenyl)-1,2,4-oxadiazol-5(4H)-one hydroiodide (150 mg, 0.28 mmol) and sulfamide (160 mg, 1.7 mmol) in pyridine (2.5 mL) was heated in a microwave at 130° C. for 10 min. The reaction mixture was concentrated to give a crude residue. This material was purified by preparative LCMS to give the desired product (96 mg, 71%) as a solid. LCMS for C13H14BrFN7O5S (M+H)+: m/z=478.0, 480.0. 1H NMR (400 MHz, DMSO-d6): δ 8.07 (dd, J=6.2, 2.5 Hz, 1 H), 7.73-7.69 (m, 1 H), 7.59 (dd, J=8.8, 8.6 Hz, 1 H), 6.57-6.51 (m, 4 H), 3.31-3.26 (m, 2 H), 2.92-2.87 (m, 2 H), 1.79-1.72 (m, 2 H).

Provenance & Evidence