反应详情

温度

80 °C

A 500 mL round bottom flask was charged with {5-[2-amino-5-(3,4-dimethoxy-phenylcarbamoyl)-phenyl]-pent-4-ynyl}-methyl-carbamic acid tert-butyl ester (3.4 g, 7.27 mmol), dichlorobis(benzonitrile)palladium (II) (0.558 g, 1.45 mmol), and dimethylformamide (80 mL) and the resulting mixture heated to 80° C. for 24 h. The resulting mixture was then concentrated in-vacuo and the residue purified via flash silica gel chromatography (Analogix IF-280, SF25-40 g column, gradient 90:10-10:90 heptane:EtOAc) to yield tert-butyl 3-(5-(3,4-dimethoxyphenylcarbamoyl)-1H-indol-2-yl)propyl(methyl)carbamate. 1H NMR (300 MHz, CDCl3) δ 7.84 (s, 1H), 7.65 (d, J=8.4 Hz, 1H), 7.57 (s, 1H), 7.46 (d, J=8.0 Hz, 1H), 7.00 (d, J=8.6 Hz, 1H), 6.85 (d, J=8.6 Hz, 1H), 6.32 (s, 1H), 3.93 (s, 3H), 3.89 (s, 3H), 3.31-3.41 (m, 2H), 2.89 (s, 3H), 2.66-2.77 (m, 2H), 1.83-1.94 (m, 2H), and 1.53 (s, 9H). MS (ES+) 468 (M+1).

1. concentrationThe resulting mixture was then concentrated in-vacuo
2. customthe residue purified via flash silica gel chromatography (Analogix IF-280