3-(4-Methylpiperazin-1-yl)aniline → N(2)-[3-(4-Methyl-piperazin-1-yl)-phenyl]-N(8)-pyridin-3-ylmethyl-[1,2,4]triazolo[1,5-a]pyridine-2,8-diamine

Participants

Reaction Steps

N(2)-[3-(4-Methyl-piperazin-1-yl)-phenyl]-N(8)-pyridin-3-ylmethyl-[1,2,4]triazolo[1,5-a]pyridine-2,8-diamine was prepared from (2-chloro-[1,2,4]triazolo[1,5-a]pyridin-8-yl)-pyridin-3-ylmethyl-amine (75.0 mg, 0.289 mmol) and 3-(4-methylpiperazin-1-yl)aniline (61.0 mg, 0.319 mmol) with 2,2′-bis-dicyclohexylphosphanyl-biphenyl (33.0 mg, 0.0604 mmol) as the ligand in a manner analogous to Example 2d. Product isolated as a pale yellow foam (0.017 g, 14%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.66 (s, 1H), 8.56 (d, J=4.6 Hz, 1H), 7.85 (d, J=6.6 Hz, 1H), 7.72 (d, J=7.9 Hz, 1H), 7.31-7.25 (m, 1H), 7.24-7.18 (m, 2H), 7.06 (d, J=7.9 Hz, 1H), 6.75 (s, 1H), 6.68 (t, J=7.3 Hz, 1H), 6.57 (d, J=8.3 Hz, 1H), 6.32 (d, J=7.8 Hz, 1H), 5.18 (t, J=5.5 Hz, 1H), 4.51 (d, J=5.7, 2H), 3.28-3.23 (m, 4H), 2.61-2.56 (m, 4H), 2.36 (s, 3H). MS=415 (MH)+.

Provenance & Evidence