Ammonium Chloride → HCID 178442047, compound

Participants

Reaction Steps

Following the procedure described in Step 6, of Example 1, the title compound was prepared from [1-bromo-6-(3-pentyl-benzofuran-2-yl)-naphthalen-2-yloxy]-acetonitrile (1.23 g, 2.75 mmol), sodium azide (1.8 g, 27.5 mmol) and ammonium chloride (1.45 g, 27.5 mmol) in DMF (30 mL). Crystallization from methanol afforded the title compound as an off-white solid (0.75 g), mp 192-194° C. Mass spectrum (+APCl, [M+H]+) m/z 491. 1HNMR (400 MHz, DMSO-d6): δ8.36 (d, 1H, J=1.5 Hz), 8.23-8.17 (m, 2H), 8.05 (dd, 1H, J=9.0, 1.7 Hz), 7.72-7.68 (m, 2H), 7.61 (m, 1H, J=8.1 Hz), 7.37-7.27 (m, 2H), 5.75 (s, 2H), 3.00 (t, 2H, J=7.8 Hz), 1.74-1.767 (m, 2H), 1.42-1.26 (m, 4H), and 0.84-0.80 ppm (m, 3H). Elemental Analysis for C25H24N4O2.0.75H2O: Calculated: C, 59.47; H, 4.89; N, 11.09. Found: C, 59.51; H, 4.6; N, 11.09.

Provenance & Evidence