HCID 86666964, compound → 6-[(6-Chloropyridin-3-yl)methyl]-3-piperidin-4-ylbenzo[h]quinazolin-4(3H)-one

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Reaction Steps

A solution of benzyl 4-[6-[(6-chloropyridin-3-yl)methyl]-4-oxobenzo[h]quinazolin-3 (4H)-yl]piperidine-1-carboxylate (0.130 g, 0.241 mmol) in 3 mL of HBr/acetic acid solution (48.0% wt, 264 mmol) was stirred at rt for 3 h. The mixture was concentrated in vacuo and azetroped 3× with toluene. The residue was purified via preparative reverse phase HPLC to provide the title compound that gave proton NMR spectra consistent with theory and a mass ion (ES+) of 404.9 for M+H+: 1H NMR (400 MHz, d6-DMSO) δ 9.07 (d, J=7.7 Hz, 1H), 8.47 (s, 1H), 8.30 (s, 1H), 8.12 (d, J=7.9 Hz, 1H), 8.11 (s, 1H), 7.80-7.66 (m, 3H), 7.37 (d, J=8.3 Hz, 1), 3.64 (s, 2H), 3.65-3.61 (m, 2H), 3.31-3.23 (m, 2H), 2.62-2.52 (m, 2H), 2.26 (d, J=12.5 Hz, 2H).

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