3-(4-Methylpiperazin-1-yl)aniline → HCID 67478910, compound

Participants

Reaction Steps

N-Methyl-N-[3-({2-[3-(4-methyl-piperazin-1-yl)-phenylamino]-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino}-methyl)-pyridin-2-yl]-methanesulfonamide was prepared from N-{3-[(2-chloro-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino)-methyl]-pyridin-2-yl}-N-methyl-methanesulfonamide (75.0 mg, 0.204 mmol) and 3-(4-methylpiperazin-1-yl)aniline (44.0 mg, 0.230 mmol) with 2,2′-bis-dicyclohexylphosphanyl-biphenyl (25.0 mg, 0.0457 mmol) as the ligand in a manner analogous to Example 2d. Product isolated as a pale yellow foam (0.037 g, 35%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.41 (d, J=4.6, 1.6 Hz, 1H), 7.86-7.81 (m, 2H), 7.29-7.25 (m, 1H), 7.24-7.19 (m, 2H), 7.06 (dd, J=8.1, 1.6 Hz, 1H), 6.71 (s, 1H), 6.65 (t, J=7.5 Hz, 1H), 6.57 (dd, J=8.0, 1.7 Hz, 1H), 6.30 (d, J=7.7 Hz, 1H), 5.29 (t, J=6.3 Hz, 1H), 4.76 (d, J=6.2 Hz, 2H), 3.32 (s, 3H), 3.29-3.24 (m, 4H), 3.09 (s, 3H), 2.62-2.57 (m, 4H), 2.36 (s, 3H). MS=522 (MH)+.

Provenance & Evidence