Ammonium Chloride → HCID 178479922, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 6 of example 3. Thus, [4-(3-benzyl-1-methyl-2-phenyl-1H-indol-5-yl)-phenoxy]-acetonitrile (0.137 g, 0.320 mmol) was reacted with NaN3 (0.104 g, 1.598 mmol) and NH4Cl (0.085 g, 1.598 mmol) in DMF (5 ml) to give the product (0.102 g, 0.216 mmol, 68%) as a pale-yellow solid, dec. 194-197° C. 1H NMR (DMSO-d6) δ 3.59 (s, 3H), 4.01 (s, 2H), 5.46 (s, 2H), 7.03-7.09 (m, 5H), 7.13-7.17 (m, 2H), 7.39-7.53 (m, 9H), 7.55 (d, J=1.2 Hz, 1H), 16.75 (broad s, 1H); IR (solid) 3020, 2920, 1605, 1520, 1480, 1450, 1370 and 1240 cm−1; [ESI(−)], m/z 470 (M−H)−; Anal. Calcd. for C30H25N5O: C, 76.41; H, 5.34; N, 14.85; Found: C, 76.35; H, 5.28; N, 14.90.

Provenance & Evidence