5-Amino-2-(2-phenylchroman-6-yloxy)pyridine → 6-[2-(3-Aminophenyl)chroman-6-yloxy]-pyridin-3-ylamine

Participants

Reaction Steps

6-[2-(3-Aminophenyl)chroman-6-yloxy]-pyridin-3-ylamine was prepared as described for 5-amino-2-(2-phenylchroman-6-yloxy)pyridine in Example 26 using 150 mg 5-nitro-2-[2-(3-nitrophenyl)chroman-6-yloxy]pyridine (Example 92(d)) and 997 mg of Zn. 1H NMR (300 MHz, d6-DMSO) δ: 7.51 (d, 1H, J 2.8 Hz), 7.05 (dd, 1H, J 8.6, 2.8 Hz), 7.01 (t, 1H, J 15.4, 7.7 Hz), 6.70-6.78 (m, 3H), 6.68 (d, 1H, J 8.6 Hz), 6.63 (s, 1H), 6.54 (d, 1H, J 7.7 Hz), 6.50 (d, 1H, J 8.6 Hz), 5.06 (s, 2H), 4.98 (s, 2H), 4.90 (dd, 1H, J 10.0, 2.2 Hz), 2.85-2.96 (m, 1H), 2.62-2.74 (m, 1H), 2.05-2.11 (m, 1H), 1.89-1.95 (m, 1H).

Provenance & Evidence