Ammonium Chloride → HCID 178479845, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 6 of example 3. Thus, [4-(9-methyl-6,7,8,9-tetrahydro-5H-carbazol-3-yl)-phenoxy]-acetonitrile (0.149 g, 0.471 mmol) was reacted with NaN3 (0.153 g, 2.355 mmol) and NH4Cl (0.126 g, 2.355 mmol) in DMF (5 ml) to give the product (0.060 g, 0.167 mmol, 35%) as a white solid, dec. 205-211° C. 1H NMR (DMSO-d6) δ 1.76-1.81 (m, 2H), 1.86-1.90 (m, 2H), 2.66 (t, J=6.0 Hz, 2H), 2.71 (t, J=5.8 Hz, 2H), 3.61 (s, 3H), 5.51 (s, 2H), 7.11 (d, J=8.7 Hz, 2H), 7.31 (dd, J=1.5, 8.4 Hz, 1H), 7.38 (d, J=8.4 Hz, 1H), 7.56 (s, 1H), 7.61 (d, J=8.7 Hz, 2H), 16.78 (broad s, 1H); IR (solid) 2930, 2850, 1520, 1480, and 1240 cm−1; [ESI(+)], m/z 360 (M+H)+; Anal. Calcd. for C21H21N5O: C, 70.18; H, 5.89; N, 19.48; Found: C, 69.94; H, 5.70; N, 19.67.

Provenance & Evidence