Hydrochloric Acid → HCID 68154067, compound

Participants

Reaction Steps

Ethyl (3-oxo-5-{[4-(1H-pyrazol-1-yl)phenyl]methyl}-3,5-dihydro-2H-pyrazol[4,3-c]quinolin-2-yl)acetate (Example 524, 10 mg, 0.023 mmol) was suspended in dioxane (2 mL), treated with an lithium hydroxide (22 μL, 1 N aqueous, 0.023 mmol, 1.05 equiv) and stirred vigorously for 18 hours. The mixture was diluted with dichloromethane until homogeneous (2 mL) and stirred for an additional 6 hours. The mixture was treated with hydrochloric acid (1 drop from 9″ pipette, 12 N aqueous) and concentrated in vacuo, providing the titled compound: 1H-NMR (400 MHz, d6-DMSO) δ 9.06 (1H, s), 8.44 (1H, d, J=2.7 Hz), 8.15 (1H, d, J=7.9 Hz), 7.81 (2H, d, J=8.8 Hz), 7.74 (1H, d, J=8.5 Hz), 7.71 (1H, d, J=1.3 Hz), 7.58 (1H, t, 7.8 Hz), 7.50 (1H, t, J=7.3 Hz), 7.43 (2H, d, J=8.5 Hz), 7.14 (1H, hr s), 6.52 (1H, m), 5.74 (2H, s), 4.59 (2H, s) ppm; high resolution mass spectrometry (ES+) m/z 400.1412 [(M+H)+; calculated for C22H18N5O3: 400.1404].

Provenance & Evidence