反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 85 °C
PROCEDURE
实验过程
A mixture of N-[(1S,2S)-2-aminocyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide hydrochloride (Intermediate 4; 300 mg, 0.98 mmol), 5-bromo-2-chloropyridine (CAS number 53939-30-3; 225 mg, 1.17 mmol), sodium tert-butoxide (150 mg, 1.56 mmol), BINAP (24 mg, 0.039 mmol) and tris(dibenzylideneacetone)dipalladium(0) (18 mg, 0.019 mmol) in toluene (4 ml) was heated at 85° C. overnight. The mixture was partitioned between ethyl acetate (10 ml) and water (10 ml). The aqueous layer was further extracted ici with ethyl acetate (3×20 ml). The combined organics were washed with water (2×20 ml), filtered through a hydrophobic frit and concentrated in vacuo. The crude product was purified by column chromatography (silica, 0-100% ethyl acetate/petrol) to afford the title compound.
WORKUP
后处理
- customThe mixture was partitioned between ethyl acetate (10 ml) and water (10 ml)
- extractionThe aqueous layer was further extracted ici with ethyl acetate (3×20 ml)
- washThe combined organics were washed with water (2×20 ml)
- filtrationfiltered through a hydrophobic frit
- concentrationconcentrated in vacuo
- customThe crude product was purified by column chromatography (silica, 0-100% ethyl acetate/petrol)