Ammonium Chloride → HCID 178421936, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 6 of example 3. Thus, [4-(1-benzyl-3-methyl-2-phenyl-1H-indol-4-yl)-phenoxy]-acetonitrile (0.270 g, 0.630 mmol) was reacted with NaN3 (0.205 g, 3.150 mmol) and NH4Cl (0.168 g, 3.150 mmol) in DMF (5 ml) to give the product (0.211 g, 0.447 mmol, 71%) as a white solid, mp 174-177° C. 1H NMR (DMSO-d6) δ 1.71 (s, 3H), 5.30 (s, 2H), 5.52 (s, 2H), 6.84 (d, J=7.0 Hz, 1H), 6.88 (d, J=7.0 Hz, 2H), 7.10-7.13 (m, 3H), 7.16 (t, J=7.0 Hz, 1H), 7.22 (t, J=7.0 Hz, 2H), 7.32-7.35 (m, 3H), 7.37-7.47 (m, 5H); IR (solid) 3020, 2910, 2860, 1605, 1510, 1480, 1440 and 1230 cm−1; [ESI(−)], m/z 470 (M−H)−; Anal. Calcd. for C30H25N5O: C, 76.41; H, 5.34; N, 14.85; Found: C, 76.42; H, 5.21; N, 14.95.

Provenance & Evidence