Sodium Hydroxide → HCID 11626031, compound

Participants

Reaction Steps

The product from Example 53A (0.1913 g, 0.40 mmol) was dissolved in methanol (5 mL). A NaOH solution (1.0 mL, 5 M in methanol) was added and stirred for 30 minutes. The reaction mixture was then diluted with water until a precipitate formed. The solid was collected by filtration, washed with water and dried under vacuum to afford the title compound (0.1294 g, 76%) as a tan solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 12.98 (s, 1 H) 8.69 (s, 1 H) 8.07 (s, 1 H) 7.60 (d, J=7.46 Hz, 1 H) 7.24 (m, 6 H) 7.04 (m, 2 H) 6.94 (d, J=6.44 Hz, 1 H) 6.71 (d, J=8.14 Hz, 1 H) 6.51 (t, J=6.95 Hz, 2 H) 3.71 (m, 1 H) 3.37 (m, 3 H) 3.11 (m, 1 H) 2.83 (m, 3 H) 2.62 (m, 1 H) 1.87 (m, 1 H) 1.54 (m, 1 H). MS (ESI) m/z 426 (M+H)+, 424 (M−H)−. Calcd For C26H27N5O: C, 73.39; H, 6.40; N, 16.46. Found C, 73.22; H, 6.36; N, 16.30.

Provenance & Evidence