Sulfuric Acid → HCID 86712594, compound

Participants

Reaction Steps

To a solution of 1-(5-(1-(3,3-dimethoxypropyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one (40 mg, 0.081 mmol) in acetone (0.8 mL) was added 9 M H2SO4. The reaction mixture was stirred at room temperature for 2 h. After this time, the reaction mixture was partitioned between DCM and saturated NaHCO3, and stirred for 15 min. The organic layer was separated, dried over anhydrous Na2SO4, filtered, and concentrated to afford the title compound (36 mg, 100% yield). 1H NMR (400 MHz, CDCl3) δ 9.86 (s, 1H), 7.50 (s, 1H), 7.38 (s, 1H), 7.21-7.12 (m, 2H), 7.02 (t, J=7.9 Hz, 1H), 6.75 (d, J=7.5 Hz, 1H), 6.65 (d, J=8.1 Hz, 1H), 6.09 (s, 1H), 4.48 (t, J=6.3 Hz, 2H), 3.94 (s, 2H), 3.81-3.75 (m, 2H), 3.14 (t, J=6.3 Hz, 2H), 2.74 (t, J=7.1 Hz, 2H), 2.63 (s, 2H), 2.59 (d, J=4.3 Hz, 2H), 2.14 (s, 3H), 1.95-1.81 (m, 5H).

Provenance & Evidence