反应详情

温度

100 °C

A mixture of 6-(Chloromethyl)-2-methylquinoline (1.09 g, 5.69 mmol), Ethyl oxazole-4-carboxylate (1.00 g, 7.11 mmol), Cesium carbonate (3.7 g, 11.37 mmol), Palladium(II)acetate (64 mg, 0.284 mmol) and (2-Biphenyl)dicyclohexyl-phosphine (199 mg, 0.569 mmol) in dioxane (28 ml) was stirred at 100° C. over night. The reaction mixture was quenched with H2O/brine and extracted with EA (3×). The combined organic layers were dried over Na2SO4, filtered and evaporated under vacuum. The crude product was purified by flash-chromatography on silica gel (29 g), gradient of cyclohexane/EA (60 ml/min.) from 100/0 (2 min.) to 70/30 (25 min.) to afford pure Ethyl 2-((2-methylquinolin-6-yl)methyl)oxazole-4-carboxylate. MS (Method V) [M+H]+=297.1

1. customThe reaction mixture was quenched with H2O/brine
2. extractionextracted with EA (3×)
3. dry with materialThe combined organic layers were dried over Na2SO4
4. filtrationfiltered
5. customevaporated under vacuum
6. customThe crude product was purified by flash-chromatography on silica gel (29 g), gradient of cyclohexane/EA (60 ml/min.) from 100/0 (2 min.) to 70/30 (25 min.)