反应详情

A mixture of 2-((4-bromoquinolin-6-yl)(4-chlorophenyl)methyl)thiazole (28 mg, 0.0674 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (37.5 mg, 0.121 mmol), Pd(dppf)Cl2.CH2Cl2 (5.5 mg, 0.00674), Na2CO3 (14.3 mg, 0.135 mmol) in 1,4-dioxane (0.8 mL) and water (0.4 mL) was heated at 95° C. for 5 hr under argon. The reaction was cooled to room temperature and diluted with EtOAc and water. The aqueous layer was extracted with EtOAc once. The combined organics were concentrated and purified by silica column chromatography (50% EtOAc/hexanes) to yield tert-butyl 4-(6-((4-chlorophenyl)(thiazol-2-yl)methyl)quinolin-4-yl)-5,6-dihydropyridine-1(2H)-carboxylate.

1. extractionThe aqueous layer was extracted with EtOAc once
2. concentrationThe combined organics were concentrated
3. custompurified by silica column chromatography (50% EtOAc/hexanes)