Ammonium Chloride → HCID 178420190, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 6 of example 3. Thus, [4-(1,3-dibenzyl-2-phenyl-1H-indol-5-yl)-phenoxy]-acetonitrile (0.481 g, 0.953 mmol) was reacted with NaN3 (0.310 g, 4.766 mmol) and NH4Cl (0.255 g, 4.766 mmol) in DMF (5 ml) to give the product (0.394 g, 0.719 mmol, 75%) as an off-white solid, dec. 191-194° C. 1H NMR (DMSO-d6) δ 4.08 (s, 2H), 5.35 (s, 2H), 5.51 (s, 2H), 6.89 (d, J=7.2 Hz, 2H), 7.10-7.25 (m, 10H), 7.37 (dd, J=1.7 Hz, 8.5 Hz, 1H), 7.40-7.54 (m, 8H), 7.61 (s, 1H), 16.80 (broad s, 1H); IR (solid) 3020, 2920, 1605, 1520, 1470, 1450, 1360, and 1240 cm−1; [ESI(−)], m/z 546 (M−H)−; Anal. Calcd. for C36H29N5O: C, 78.95; H, 5.34; N, 12.79; Found: C, 78.53H, 5.25; N, 12.77.

Provenance & Evidence