5-Amino-2-(2-phenylchroman-6-yloxy)pyridine → 6-[2-(4-Trifluoromethylphenyl)chroman-6-yloxy]pyridin-3-ylamine

Participants

Reaction Steps

6-[2-(4-Trifluoromethylphenyl)chroman-6-yloxy]pyridin-3-ylamine was prepared as described for 5-amino-2-(2-phenylchroman-6-yloxy)pyridine in Example 26 starting from 275 mg of 2-[2-(4-trifluoromethylphenyl)chroman-6-yloxy]-5-nitropyridine (Example 64(d)). 1H NMR (400 MHz, d6-DMSO) δ: 7.78 (d, 2H, J 8.4 Hz), 7.68 (d, 2H, J 8.4 Hz), 7.52 (dd, 1H, J 2.9, 0.5 Hz), 7.06 (dd, 1H, 8.6, 2.9 Hz) 6.84 (m, 1H), 6.77-6.75 (m, 2H), 6.70 (dd, 1H, J 8.6, 0.5 Hz), 5.23 (dd, 1H, J 10.0, 2.0 Hz), 5.01 (s, 2H), 2.95 (ddd, 1H, −16.8, 11.1, 5.9 Hz), 2.69 (ddd, 1H, J −16.8, 8.5, 4.8 Hz), 2.21 (m, 1H), 1.97 (m, 1H).

Provenance & Evidence