5-Amino-2-(2-phenylchroman-6-yloxy)pyridine → 6-(5-Aminopyridin-2-yloxy)-2-(4-methoxyphenyl)chroman-4-ol

Participants

Reaction Steps

6-(5-Aminopyridin-2-yloxy)-2-(4-methoxyphenyl)chroman-4-ol was prepared as described for 5-amino-2-(2-phenylchroman-6-yloxy)pyridine in Example 26 using 105 mg 2-(4-methoxyphenyl)-6-(5-nitropyridin-2-yloxy)chroman-4-ol (Example 94(c)) and 348 mg of Zn. 1H NMR (400 MHz, d6-DMSO) δ: 7.52 (d, 1H, J 3.0 Hz), 7.38 (d, 2H, J 8.8 Hz), 7.06 (dd, 1H, J 8.7, 3.0 Hz), 7.04 (d, 1H, J 2.9 Hz), 6.96 (d, 2H, J 8.8 Hz), 6.77 (dd, 1H, J 8.7, 2.9 Hz), 6.72 (d, 1H, J 8.7 Hz), 6.70 (d, 1H, J 8.6 Hz), 5.52 (d, 1H, J 6.6 Hz), 5.15 (d, 1H, J 10.7 Hz), 5.01 (s, 2H), 4.87-4.93 (m, 1H), 3.77 (s, 3H), 2.22-2.26 (m, 1H), 1.90-1.99 (m, 1H).

Provenance & Evidence