4-Fluoro-3-nitroaniline → HCID 22732317, compound

Participants

Reaction Steps

Using analogous procedures to those described in the portion of Example 2 which is concerned with the preparation of starting materials, 4-chloro-6,7-dimethoxyquinazoline was reacted with 4-fluoro-3-nitroaniline to give 4-(4-fluoro-3-nitroanilino)-6,7-dimethoxyquinazoline hydrochloride; NMR: 3.98 (s, 3H), 4.03 (s, 3H), 7.39 (m, 1H), 7.7 (m, 1H), 8.25 (m, 1H), 8.44 (m, 1H), 8.62 (m, 1H), 8.9 (m, 1H), 11.85 (s, 1H); Mass: M+H+ 345 and that material was reduced during 1.5 hours to give 4-(3-amino-4-fluoroanilino)-6,7-dimethoxyquinazoline; NMR: 3.9 (s, 3H), 3.92 (s, 3H), 5.11 (s, 2H), 6.84 (m, 1H), 6.96 (m, 1H), 7.12 (s, 1H), 7.18 (s, 1H), 7.79 (s, 1H), 8.39 (s, 1H); 9.22 (s, 1H); Mass: M+H+ 315.

Provenance & Evidence