Nitrogen → HCID 11218715, compound

Participants

Reaction Conditions

Reaction Steps

To the bromo-benzofuran derivative from Step B (0.1 mmol), 2-formylfuran-5-boronic acid (1.5 equiv.), potassium carbonate (1.5 equiv.), palladium dibenzylidene acetone (0.03 eq.) and degassed dimethylacetamide (1 ml) was added. The mixture was blanketed with N2 and heated in a microwave reactor at 120° C. for 10 mins (initial power 50 W). Water (2 mL) was added, the mixture extracted with ether (4×10 mL), the crude extract adsorbed on silica gel, and purified by MPLC (hexanes/ethyl acetate gradient). MS (m/e): 242 (M+), 225, 213, 196, 185, 168, 157, 139, 128, 102, 77. 1H-NMR (acetone-D6): 5.15 (s, 2H), 7.19 (d, 1H, J=4 Hz), 7.35 (dd, 1H, J=8 Hz, 1 Hz), 7.44 (dd, 1H, J=8 Hz, 1 Hz), 7.56-7.65 (m, 2H), 7.93 (d, 1H, J=8 Hz), 9.76 (s, 1H). 13C-NMR (acetone-D6).

Provenance & Evidence