反应详情

A mixture of 2-bromo-1-iodo-4-methylbenzene (0.764 g, 2.57 mmol), the title compound from Example 60 Step B (1.00 g, 2.71 mmol), dichloro bis(triphenylphosphine)palladium(II) (0.095 g, 0.135 mmol), sodium carbonate (5.42 mL of 1 M solution, 5.42 mmol) and MeCN (5.42 mL) was heated at 110° C. overnight. Organic layer was separated. Aqueous layer was extracted with hexanes-EtOAc. The organic layers were combined and concentrated. Silica gel flash chromatography eluting with hexanes:EtOAc (20:1 to 9:1 v/v) gave the title compound: LCMS m/z 414.0 [M+H+]; 1H NMR (500 MHz, CDCl3) δ 7.54 (s, 1 H),7.40 (d, J=8.1 Hz, 2 H), 7.31 (d, J=8.1 Hz, 2 H),7.26 (d, J=7.8 Hz, 1 H),7.20 (d, J=7.8 Hz, 1 H),3.16 (m, 2 H), 3.08 (q, J=9.8 Hz, 2 H),2.57 (m, 3 H),2.42 (s, 3 H).1.95-1.88 (m, 4 H).

1. customOrganic layer was separated
2. extractionAqueous layer was extracted with hexanes-EtOAc
3. concentrationconcentrated
4. washSilica gel flash chromatography eluting with hexanes:EtOAc (20:1 to 9:1 v/v)