Di-isopropyl 3-furylboronate → 6-(3-Furyl)-4-[3-methyl-4-(2-pyridylmethoxy)anilino]-quinazoline

Participants

Reaction Steps

Using an analogous procedure to that described in Example 5, 6-bromo-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazoline dihydrochloride salt was reacted with di-isopropyl 3-furylboronate to give 6-(3-furyl)-4-[3-methyl-4-(2-pyridylmethoxy)anilino]-quinazoline in 55% yield, m.p. 206-208° C.; NMR Spectrum: 2.32 (s, 3H), 5.22 (s, 2H), 7.05 (d, 1H), 7.15 (d, 1H), 7.36 (m, 1H), 7.55 (m, 3H), 7.75 (d, 1H), 7.87 (m, 2H), 8.1 (m, 2H), 8.33 (d, 1H), 8.48 (s, 1H), 8.6 (m, 1H), 8.69 (d, 1H), 9.62 (s, 1H); Elemental Analysis: Found C, 73.2; H, 4.9; N, 13.6; C25H20N4O2 requires C, 73.5; H, 4.9; N, 13.7%.

Provenance & Evidence