Potassium Acetate → HCID 66711071, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-[1-(4-Amino-3-methoxy-phenyl)-piperidin-4-yl]-piperazine-1-carboxylic acid benzyl ester (0.62 g, 0.0015 mol), 2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (0.3 g, 0.0009 mol) and Potassium acetate (0.59 g, 0.0060 mol) in N,N-Dimethylformamide (10 mL) was heated at 110° C. for 40 hr. The solvent was evaporated and the residue chromatographed on silica gel prep plates 2× with ethyl acetate-IPA (20-1) giving 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 as a tan solid (0.51 g, 9%). MP: 75-76° C.; 1H-NMR (DMSO-d6, 400 MHz) δ 8.80 (s, 1H), 7.84-7.81 (d, 1H, J=8.40 Hz), 7.48 (s, 1H), 7.45-7.35 (m, 7H), 7.20 (s, 1H), 7.18 (s, 1H), 7.12-7.02 (t, 1H), 6.95-6.89 (q, 2H, J=4.68 Hz), 6.62 (d, 1H), 6.38-6.35 (q, 1H) 5.08 (s, 2H), 3.83 (s, 3H), 3.78 (s, 3H), 3.70-3.65 (d, 2H), 3.39 (br, 8H), 2.70-2.51 (m, 3H), 1.87-1.78 (m, 2H), 1.60-1.52 (m. 2H).

Provenance & Evidence