Tributylvinyltin → HCID 90333585, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-(4-fluoro-1H-indol-2-yl)-5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)pyrazin-2-yl trifluoromethanesulfonate (30 mg, 0.04 mmol), tributyl(vinyl)stannane (16 mg, 0.05 mmol) and LiCl (5 mg, 0.12 mmol) in DMF (1 mL) was added Pd(PPh3)2Cl2 (5 mg) under nitrogen atmosphere. The reaction mixture was stirred at 60° C. for 1 h, concentrated and purified by prep-TLC (PE:EA=1:1) to give 5-(6-(4-fluoro-1H-indol-2-yl)-5-vinylpyrazin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (15 mg, yield: 60%). 1H-NMR (CDCl3, 400 MHz) δ 8.66 (s, 1H), 8.10 (s, 1H), 7.86˜7.89 (m, 2H), 7.57˜7.61 (m, 2H), 7.38˜7.44 (m, 3H), 7.04˜7.19 (m, 3H), 6.71 (t, J=8.0 Hz, 1H), 6.50˜6.54 (m, 1H), 5.89 (br s, 1H), 5.71˜5.74 (m, 1H), 3.11 (s, 3H), 2.91 (s, 6H). MS (M+H)+: 614.

Provenance & Evidence