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
- 0 °C
PROCEDURE
实验过程
To a solution of 1-[3-(6-tert-Butyl-1-oxo-1H-phthalazin-2-yl)-2-formyl-phenyl]-3-(trityl-amino)-1H-pyrazole-4-carbonitril (632 mg, 0.965 mmol) in methylene chloride (20 mL) and methanol (10 mL), at 0° C. was added sodium borohydride (37 mg, 0.965 mmol). The resulting turbid reaction mixture was stirred at 0° C. for 5 minutes and then allowed to stir at room temperature for 10 minutes. The reaction was then judged to be complete by TLC. The volatiles removed in vacuo and the crude product was bound to silica gel and purified over a 40 g silica gel cartridge eluting the column with a 20-50% EtOAc/hexanes gradient to give 1-[3-(6-tert-Butyl-1-oxo-1H-phthalazin-2-yl)-2-hydroxymethyl-phenyl]-3-(trityl-amino)-1H-pyrazole-4-carbonitrile (482 mg, 76%).
WORKUP
后处理
- customThe resulting turbid reaction mixture
- stirringto stir at room temperature for 10 minutes
- customThe volatiles removed in vacuo
- custompurified over a 40 g silica gel cartridge
- washeluting the column with a 20-50% EtOAc/hexanes gradient