Acetic Acid → HCID 66711613, compound

Participants

Reaction Steps

A mixture of 4-(1-{3-Methoxy-4-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperidin-4-yl)-piperazine-1-carboxylic acid benzyl ester (0.027 g, 0.042 mmol) and 33% wt. HBr in HOAc (4 mL, 40 mmol) was stirred at room temperature for 5 hours. The reaction was evaporated under vacuum. Water (5 mL) was added and the solution filtered. The filtrate was basified, extracted with ethyl acetate, washed dried and evaporated to give a tan solid (0.009 g, 40%). MP; 65-67° C.; 1H-NMR (DMSO-d6, 400 MHz) δ 8.88 (s, 1H), 7.84-7.81 (d, 2H, J=8.84 Hz), 7.48 (s, 1H), 7.43-7.41 (t, 1H, J=7.58 Hz), 7.21-7.19 (d, 1H, J=8.20 Hz), 7.10-7.06 (t, 1H, J=7.24 Hz), 6.95-6.89 (q, 2H, J=4.60 Hz), 6.63 (s, 1H), 6.38-6.36 (d, 1H, J=8.60 Hz), 3.83 (s, 3H), 3.78 (s, 3H), 3.69-3.62 (br, 2H), 2.76 (br, 3H) 2.67-2.57 (m, 3H), 2.35-2.25 (br, 2H), 1.90 (s, 1H), 1.89-1.78 (br, 2H), 1.53 (br, 3H), 1.23 (m, 4H), 1.19-1.18 (d, 2H, J=5.36 Hz) 1.13-1.08 (q, 4H, J=7.00 Hz), 0.95-0.83 (m, 5H).

Provenance & Evidence