Lithium Hydroxide → HCID 18931452, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.080 g (0.18 mmol) of ethyl 4-(2-(4,4-dimethyl-3,4-dihydro-N-(4-methylphenyl)-2(1H)-quinolinon-7-yl)ethynyl)benzoate (Compound 21) in 4.0 mL of tetrahydrofuran and 1.0 mL of methanol was added 1.0 mL (1.3 mmol) of 1.3M aqueous LiOH. The resulting solution was heated at 50° C. for 5 hours. The mixture was concentrated in vacuo, water was added, and the mixture was extracted with ether (2x). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The resulting crude product was purified by recrystallization from acetonitrile to give the title compound as a yellow solid. PNMR (500 MHz, DMSO) d 1.31 (6 H, s), 2.35 (3 H, s), 2.59 (2 H, s), 6.32 (1 H, d, J=7.1 Hz), 7.10 (1 H, d, J=8.3 Hz), 7.23 (1 H, dd, J=8.1, 1.7 Hz), 7.32 (1 H, d, J=8.3 Hz), 7.42 (1 H, d, J=8.1 Hz), 7.51 (1 H, d, J=8.3 Hz), 7.84 (1 H, d, J=8.3 Hz).

Provenance & Evidence