Benzenesulfonyl chloride → N-{7-[(2-Morpholin-4-ylethyl)amino]-1-benzofuran-5-yl}benzenesulfonamide hydrochloride

Participants

Reaction Steps

To a solution of N7-(2-Morpholin-4-ylethyl)-1-benzofuran-5,7-diamine (58 mg, 0.221 mmol; Intermediate 28) in dichloromethane (2 mL) were added triethylamine (62 μL, 0.442 mmol) and benzenesulfonyl chloride (39 mg, 0.221 mmol). The mixture was stirred at room temperature for 1 h and evaporated. The residue was purified by preparative HPLC (System D), evaporated pure fractions, and converted the resulting TFA salt to a HCl salt. Yield: 32%, HPLC purity=100%, m/z=402 (M+H)+, 1H NMR (270 MHz, methanol-d4) δ ppm 3.43 (t, J=6.06 Hz, 2H) 3.40-3.61 (m, J=6.06, 6.06 Hz, 4H) 3.68 (t, J=6.06 Hz, 2H) 3.75-4.14 (m, 4H) 6.48-6.55 (m, 2H) 6.64 (d, J=2.23 Hz, 1H) 7.41-7.59 (m, 3H) 7.65-7.74 (m, 3H).

Provenance & Evidence