6-Methoxy-m-toluenesulfonyl chloride → HCID 66893379, compound

Participants

Reaction Steps

2-[4-(5-Amino-1-benzofuran-7-yl)piperazin-1-yl]-N,N-diethylacetamide (0.095 g, 0.29 mmol; Intermediate 23) was reacted with 2-methoxy-5-methylphenylsulfonyl chloride according to the procedure of Intermediate 19. Yield: 0.05 g (33%) after preparative HPLC (System F; 10-50% MeCN). HPLC purity 93%, RT=1.87 min (System A; 10-97% MeCN over 3 min). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.08 (t, J=7.0 Hz, 3H) 1.16 (t, J=7.0 Hz, 3H) 2.20 (s, 3H) 3.08-3.45 (m, 7H) 3.58-3.73 (m, 4H) 3.87 (s, 3H) 4.40 (s, 2H) 6.61 (d, J=1.8 Hz, 1H) 6.85 (d, J=2.0 Hz, 1H) 6.93 (d, J=1.8 Hz, 1H) 7.04 (d, J=8.5 Hz, 1H) 7.32 (dd, J=8.8, 2.0 Hz, 1H) 7.52 (d, J=1.8 Hz, 1H) 7.89 (d, J=2.3 Hz, 1H) 9.75 (s, 1H) 10.07 (s, 1H) MS (ESI+) m/z 515.4 (M+H)+.

Provenance & Evidence