4-amino-3-fluoro-N-methylbenzamide

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 2,3,4-Trifluorobenzoic acid and 4-amino-3-fluoro-N-methylbenzamide [Anker et al, Helv. Chim. Acta., 67(3), 706-716 (1984)] were reacted in the presence of LiHMDS solution in THF by the general procedure of Example 1, Step B. After workup, followed by purification by chromatography on silica gel (100% EtOAc as eluant), 3,4-difluoro-2-{2-fluoro-4-[(methylamino)carbonyl]anilino}-benzoic acid was isolated as a pale, yellow-orange solid; m.p. (EtOAc/MeOH) 242-244° C. 1H NMR [400 MHz, (CD3)2SO] δ 13.70 (v br s, 1 H), 9.28 (br s, 1 H), 8.36 (br d, J=4.5 Hz, 1 H), 7.88-7.80 (m, 1 H) 7.69 (dd, J=12.5, 1.7 Hz, 1 H), 7.60 (dd, J=8.5, 1.5 Hz, 1 H), 7.19 (dd, J=16.7, 9.3 Hz, 1 H), 7.01 (ddd, J=8.6, 8.6, 5.8 Hz, 1 H), 2.77 (d, J=4.4 Hz, 3 H). Anal. calcd. for C15H11F3N2O3: C, 55.6; H, 3.4; N, 8.6. Await Found. After workup, followed by purification by chromatography on silica gel (100% EtOAc as eluant)