反应详情

In a 10 mL microwave reaction vessel were placed compound 4 (93 mg, 367 μmol), compound 356 (83 mg, 367 μmol), tris(dibenzylideneacetone)dipalladium (0) (17 mg, 18 μmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (27 mg, 46 μmol), and cesium carbonate (359 mg, 1101 μmol) followed by 1,4-dioxane (3 mL). The vessel was purged with N2 for 5 min, then capped and subjected to microwave irradiation for 4 h at 120° C. The crude mixture was taken up in 4% methanol/DCM and subjected to combi-flash column chromatography (methanol/DCM) followed by preparative reverse phase HPLC (acetonitrile/water containing 0.1% TFA each, 40 min from 10 to 40%). Lyophilization provided compound 355 (100 mg) as an off-white solid (TFA salt). 1H NMR (500 MHz, CD3OD) δ ppm 9.67 (1 H, s), 9.34 (1 H, s), 8.69 (1 H, d), 8.66 (1 H, d), 8.48 (1 H, d, J=1.7 Hz), 8.24 (1 H, dd, J=8.8, 2.2 Hz), 8.04 (1 H, d, J=8.6 Hz), 5.48 (1 H, quin, J=8.7 Hz), 4.03 (2 H, s), 3.40-3.49 (4 H, m), 3.09 (2 H, t, J=5.3 Hz), 2.48-2.60 (2 H, m), 2.14-2.32 (4 H, m), 1.85-1.98 (2 H, m). LCMS-ESI (POS), M/Z, M+1: Found 443.2.

1. customIn a 10 mL microwave reaction vessel were placed
2. customThe vessel was purged with N2 for 5 min
3. customcapped
4. customirradiation for 4 h at 120° C
5. custom40 min