HCID 86690363, compound → HCID 56960251, compound

Participants

Reaction Steps

To a solution of 3-[(1S,2S)-2-hydroxycyclohexyl]-6-[(6-methylpyridin-3-yl)methyl]-1-(prop-2-en-1-yl)-2,3-dihydrobenzo[h]quinazolin-4(1H)-one (0.030 g, 0.068 mmol) in 3 mL of ethyl acetate was added palladium on carbon (30 mg, 2.8 mmol). The mixture was placed under an atmosphere of hydrogen (1 atm) for 4 h and was then filtered through a pad of Celite, followed by filtration through a silica gel plug, eluting with 5% methanol in ethyl acetate. The filtrate was concentrated in vacuo to provide the title compound that gave a proton NMR spectra consistent with theory and a mass ion (ES+) of 444.3 for [M+H]+: 1H NMR (400 MHz, CDCl3 δ 8.46 (s, 1H), 8.24-8.21 (m, 1H), 7.93-7.90 (in 2H), 7.54-7.51 (m, 2H), 7.30-7.27 (m, 2H), 6.97 (d, J=8.0 Hz, 1H), 4.71-4.61 (m, 2H), 4.37-4.34 (m, 1H), 4.34 (s, 2H), 3.60 (br s, 1H), 3.10-3.04 (m, 2H), 2.48 (s, 3H), 2.22-2.19 (m, 2H), 1.91-1.69 (m, 4H), 1.59-1.30 (m, 4H), 1.06 (t, J=7.4 Hz, 3H).

Provenance & Evidence