3-(4-Methylpiperazin-1-yl)aniline → N-Methyl-N-(2-{2-[3-(4-methyl-piperazin-1-yl)-phenylamino]-[1,2,4]triazolo[1,5-a]pyridin-8-ylethynyl}-phenyl)-methanesulfonamide

Participants

Reaction Steps

N-Methyl-N-(2-{2-[3-(4-methyl-piperazin-1-yl)-phenylamino]-[1,2,4]triazolo[1,5-a]pyridin-8-ylethynyl}-phenyl)-methanesulfonamide was prepared from N-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyridin-8-ylethynyl)-phenyl]-N-methyl-methanesulfonamide (75.0 mg, 0.208 mmol) and 3-(4-methylpiperazin-1-yl)aniline (45.0 mg, 0.235 mmol) with 2,2′-Bis-dicyclohexylphosphanyl-biphenyl (25.0 mg, 0.0457 mmol) as the ligand in an analogous manner to Example 2d. Product isolated as a tan foam (0.055 g, 51%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.43 (d, J=6.9 Hz, 1H), 7.68-7.61 (m, 2H), 7.54 (d, J=7.7 Hz, 1H), 7.44 (t, J=7.7 Hz, 1H), 7.37 (t, J=7.2 Hz, 1H), 7.30-7.25 (m, 1H), 7.19 (d, J=8.2 Hz, 1H), 7.15 (s, 1H), 6.91-6.85 (m, 2H), 6.62 (d, J=8.0 Hz, 1H), 3.61 (s, 3H), 3.31-3.26 (m, 4H), 3.22 (s, 3H), 2.62-2.57 (m, 4H), 2.37 (s, 3H). MS=516 (MH)+.

Provenance & Evidence