3-(Chloromethyl)pyridine hydrochloride → 4-(3-Chloro-4-fluoroanilino)-7-methoxy-6-(3-pyridylmethoxy)quinazoline

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Reaction Steps

Using an analogous procedure to that described in Example 32, 4-(3-chloro-4-fluoroanilino)-6-hydroxy-7-methoxyquinazoline was reacted with 3-chloromethylpyridine, hydrochloride salt to give 4-(3-chloro-4-fluoroanilino)-7-methoxy-6-(3-pyridylmethoxy)quinazoline in 18% yield; NMR Spectrum: 3.93 (s, 3H), 5.28 (s, 2H), 7.16 (s, 1H), 7.4 (m, 2H), 7.75 (m, 1H), 7.95 (m, 1H), 8.1 (m, 2H), 8.4 (s, 1H), 8.6 (m, 1H), 8.75 (m, 1H); Elemental Analysis: Found C, 61.0; H, 3.9; N, 13.5; C21H16ClFN4O2 requires C, 61.4; H, 3.9; N, 13.6%.

Provenance & Evidence