反应详情

A degassed mixture of ethyl 5-chloro-2-iodobenzoate (0.621 g, 2.00 mmol), Pd(PPh3)4 (0.116 mg, 0.1 mmol), quinolin-6-ylboronic acid (0.381 g, 2.2 mmol), K2CO3 (0.553 g, 4.0 mmol), dimethoxyethane (20 mL), and water (5 mL) was heated under reflux overnight. Solvents were removed under reduced pressure. The residue was diluted with sat'd NH4Cl (15 mL) and extracted with EtOAc (3×30 mL). The combined organic layers were dried (MgSO4), concentrated in vacuo and purified by chromatography to afford ethyl 5-chloro-2-(quinolin-6-yl)benzoate (0.244 g, 39% yield) as a colorless oil. MS (ESI) m/z: 312.0 (M+H+).

1. temperaturewas heated
2. temperatureunder reflux overnight
3. customSolvents were removed under reduced pressure
4. additionThe residue was diluted with sat'd NH4Cl (15 mL)
5. extractionextracted with EtOAc (3×30 mL)
6. dry with materialThe combined organic layers were dried (MgSO4)
7. concentrationconcentrated in vacuo
8. custompurified by chromatography