Ammonium Chloride → HCID 178421935, 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-6-yl)-phenoxy]-acetonitrile (0.288 g, 0.672 mmol) was reacted with NaN3 (0.218 g, 3.360 mmol) and NH4Cl (0.180 g, 3.360 mmol) in DMF (5 ml) to give the product (0.245 g, 0.520 mmol, 77%) as a white solid, dec. 224.5-226° C. 1H NMR (DMSO-d6) δ 2.23 (s, 3H), 5.39 (s, 2H), 5.50 (s, 2H), 6.85 (d, J=7.3 Hz, 2H), 7.12 (t, J=8.4 Hz, 3H), 7.18 (t, J=7.0 Hz, 2H), 7.35-7.44 (m, 4H), 7.48 (t, J=7.2 Hz, 2H), 7.60-7.62 (m, 4H), 16.80 (broad s, 1H); IR (solid) 3020, 2910, 1605, 1520, 1480, 1460, 1340 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, 76.33; H, 5.28; N, 14.91.

Provenance & Evidence