6-Bromo-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazoline dihydrochloride salt → 4-[3-Methyl-4-(2-pyridylmethoxy)anilino]-6-(2-thienyl)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 2-thienylboronate to give 4-[3-methyl-4-(2-pyridylmethoxy)anilino]-6-(2-thienyl)quinazoline in 70% yield, m.p. 205-206° C.; NMR Spectrum: 2.3 (s, 3H), 5.2 (s, 2H), 7.0 (d, 1H), 7.2 (m, 1H), 7.35 (m, 1H), 7.5 (m, 3H), 7.6 (m, 1H), 7.7 (m, 1H), 7.75 (d, 1H), 7.85 (m, 1H), 8.1 (m, 1H), 8.48 (s, 1H), 8.55 (m, 1H), 8.75 (d, 1H), 9.8 (broad s, 1H); Elemental Analysis: Found C, 70.8; H, 4.7; N, 13.0; C25H20N4OS requires C, 70.7; H, 4.75, N, 13.2%.

Provenance & Evidence