Ammonium Chloride → HCID 178421934, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 6 of example 3. Thus, [4-(1,3-dimethyl-2-phenyl-1H-indol-5-yl)-phenoxy]-acetonitrile (0.355 g, 1.007 mmol) was reacted with NaN3 (0.327 g, 5.036 mmol) and NH4Cl (0.269 g, 5.036 mmol) in DMF (5 ml) to give the desired product (0.302 g, 0.764 mmol, 76%) as a white solid, dec. 261-262° C. 1H NMR (DMSO-d6) δ 2.25 (s, 3H), 3.61 (s, 3H), 5.52 (s, 2H), 7.14 (d, J=8.6 Hz, 2H), 7.45-7.51 (m, 5H), 7.55 (t, J=7.6 Hz, 2H), 7.67 (d, J=8.6 Hz, 2H), 7.75 (s, 1H), 16.80 (broad s, 1H); IR (solid) 3040, 2860, 2620, 1580, 1520, 1480, and 1230 cm−1; [ESI(+)], m/z 396 (M+H)+; Anal. Calcd. for C24H21N5O: C, 72.89; H, 5.35; N, 17.71; Found: C, 72.84; H, 5.33; N, 17.80.

Provenance & Evidence