2-Methoxyethanol → (7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-{2-methoxy-4-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-phenyl}-amine

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-Methoxy-4-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-phenylamine (1.25 g, 0.00411 mol) (For preparation see Example 251), 7-Bromo-2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazine (0.75 g, 0.0029 mol) and N,N-Diisopropylethylamine (2.02 mL, 0.0116 mol) in 2-Methoxyethanol (10 mL, 0.1 mol) was heated in the microwave at 170° C. for 90 minutes. Purification by Isco chromatography gave (7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-{2-methoxy-4-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-phenyl}-amine as a tan solid (0.36 g, 255). MP: 171-173° C.; LCMS (m/e) 500 (M); 1H-NMR (DMSO, 400 MHz) δ 8.83 (s, 1H), 8.02 (d, 1H, J=8.76 Hz), 7.74 (s, 1H), 6.89 (q, 2H, J=4.76 Hz), 6.67 (s, 1H), 6.51 (d, 1H, J=6.40 Hz), 3.85 (s, 3H), 3.70 (d, 2H, J=12.20 Hz), 2.64 (t, 2H, J=11.80 Hz), 2.31-2.28 (br s, 4H), 1.83 (s, 3H), 1.85 (m, 2H), 1.55-1.50 (m, 2H).

Provenance & Evidence