Ammonium Chloride → HCID 178446886, compound

Participants

Reaction Steps

Following the procedure described in Step 6, of Example 1, the title compound was prepared from 2-({1-bromo-6-[3-(3-methylbutanoyl)-1-benzofuran-2-yl]-2-naphthyl}oxy) acetonitrile (0.207 g, 0.448 mmol), sodium azide (0.147 g, 2.26 mmol) and ammonium chloride (0.125 g, 2.34 mmol) in DMF (10 mL). The compound was purified by HPLC using 75% acetonitrile/0.1% TFA in water. Drying for 14 hours at 90° C. yielded a cream-colored solid (0.0966 g), mp 176-177° C. Mass spectrum (−ESI, [M−H]−) m/z 503. 1HNMR (500 MHz, DMSO-d6): δ16.8-17.1 (br s, 1H), 8.5 (d, 1H, J=1.7 Hz), 8.25 (q, 2H, J=8.2 Hz), 8.0-8.05 (m, 2H), 7.75 (q, 2H, J=8.3 Hz), 7.4-7.5 (m, 3H), 5.8 (s, 2H), 2.7 (d, 2H, J=6.9 Hz), 2.05-2.15 (m, 1H), and 0.75 ppm (d, 6H, J=6.6 Hz). Elemental Analysis for C25H21BrN4O3.0.10 H2O: Calculated: C, 59.20; H, 4.21; N, 11.05. Found: C, 58.84; H, 3.80; N, 10.83.

Provenance & Evidence