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

Participants

Reaction Steps

6-[2-(3-fluorophenyl)chroman-6-yloxy]-pyridin-3-ylamine was prepared as described for 5-amino-2-(2-phenylchroman-6-yloxy)pyridine in Example 26 starting from 2.34 g of 2-[2-(3-fluorophenyl)chroman-6-yloxy]-5-nitropyridine (Example 9(d)). 1H NMR (400 MHz, d6-DMSO) δ: 7.51 (d, 1H, J 3.0 Hz), 7.44 (m, 1H), 7.30-7.25 (m, 2H), 7.16 (m, 1H), 7.05 (dd, 1H, J 8.6, 3.0 Hz), 6.83-6.73 (m, 3H), 6.69 (d, 1H, J 8.6 Hz), 5.13 (dd, 1H, J 10.0, 3.0 Hz), 5.00 (s, 2H), 2.93 (ddd, 1H, −16.8, 10.5, 5.3 Hz), 2.68 (ddd, 1H, J −16.8, 8.0, 4.4 Hz), 2.18 (m, 1H), 1.96 (m, 1H).

Provenance & Evidence