(2-Chloropyridin-4-yl)methanol → (2-Methoxypyridin-4-yl)methanol

Participants

Reaction Steps

The title compound was prepared by the procedure described for the synthesis of 6-[(2-chloropyridin-4-yl)methyl]-3-[(3R,4S)-3-hydroxytetrahydro-2H-pyran-4-yl]benzo[h]quinazolin-4(3H)-one in Example 15, substituting (2-methoxypyridin-4-yl)methanol for 2-chloropyridine-4-methanol. The resultant orange solid gave proton NMR spectra consistent with theory and a mass ion (ES+) of 418.1779 for [M+H]+ [Calc'd for C24H24N3O4, [M+H]+=418.1761]: 1H NMR (400 MHz, d6-DMSO) δ 9.01 (d, J=7.7 Hz, 1H), 8.71 (s, 1H), 8.11 (d, J=8.0 Hz, 1H), 8.05 (s, 1H), 7.81-7.74 (m, 2H), 7.56-7.54 (m, 1H), 5.32 (d, J=5.5 Hz, 1H), 4.64 (br s, 1H), 4.37 (s, 2H), 4.17 (br s, 1H), 4.18-3.97 (m, 2H), 3.51-3.43 (m, 1H), 3.34 (s, 3H), 3.15 (t, J=10.3 Hz, 1H), 2.25 (br s, 1H), 1.91 (d, J=12.0 Hz, 1H).

Provenance & Evidence