Succinic anhydride → 5-Succinimido-2-(2-phenylchroman-6-yloxy)-pyridine

Participants

Reaction Steps

5-Amino-2-(2-phenylchroman-6-yloxy)-pyridine of Example 26 (0.16 g) was dissolved in 7.5 ml of glacial acetic acid under nitrogen. Succinic anhydride (0.0563 g) was added and the solution refluxed 60 minutes and solution was cooled and evaporated to dryness. Toluene (25 ml) was added and evaporated again to dryness. Product was purified by column chromatography (CH2Cl2:i-PrOH /95:5 as the eluant. 1H-NMR (400 MHz; d6-DMSO): δ 8.03 (d, 1H, J=2.6 Hz), 7.73 (dd, 1H, J=8.7 Hz, J=2.6 Hz), 7.48-7.31 (m, 5H), 7.10 (d, 1H, J=8.7 Hz), 6.95 (d, 1H, J=2.6 Hz), 6.92 (dd, 1H, J=8.7 Hz, J=2.7 Hz), 6.88 (d, 1H, J=8.6 Hz), 5.13 (dd, 1H, J=10.2 Hz, J=2.2 Hz), 3.05-2.92 (m, 1H), 2.84-6.68 (m, 1H), 2.79 (s, 4H), 2.22-2.12 (m, 1H), 2.08-1.93 (m, 1H).

Provenance & Evidence