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
PROCEDURE
实验过程
To a stirred solution of 5-benzyloxy-2-[1-(4-chlorophenyl)-cyclopentylmethyl]-6-hydroxypyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopropyl-amide (325) (100 mg, 0.16 mmol) in tetrahydrofuran was added 1N HCl (5 ml) at room temperature and stirring was continued for 30 min wile silica thin layer chromatography was performed (60% ethyl acetate in hexane; Rf=0.4). After completion of the reaction, solid NaHCO3 was added to the reaction mixture which was basified up to about pH 8 and extracted with ethyl acetate (3×30 mL). The combined extracts were dried and concentrated to get 5-benzyloxy-2-[1-(4-chlorophenyl)-cyclopentylmethyl]-6-hydroxypyrimidine-4-carboxylic acid cyclopropyl-(2-hydroxyethyl)-amide (326) as a brown sticky mass. This was used in the next step without purification.
WORKUP
后处理
- additionwas added to the reaction mixture which
- extractionextracted with ethyl acetate (3×30 mL)
- customThe combined extracts were dried
- concentrationconcentrated