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
- 95 °C
PROCEDURE
实验过程
A mixture of N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine (300 mg, 0.88 mmol), rac-BINAP (109 mg, 0.17 mmol), Pd2(dba)3 (80 mg, 0.088 mmol), Cs2CO3 (857 mg, 2.6 mmol) and pyrrolidine (1.31 mmol) in toluene (3.5 mL) was heated to 95° C. for 18 h. The mixture was cooled to room temperature, diluted with MeOH and filtered through Celite. The filtrate was concentrated, dissolved in MeOH and purified with reverse-phase HPLC (Phenomenex Gemini 80 A column, 100×50 mm, 80 ml/min, 10-95% CH3CN/H2O, 0.1% TFA, 15 min gradient). The residue was re-purified by column chromatography (EtOAc/Hexanes=0-40%, followed by recrystallization from MeOH to give the title compound. MS (ESI, pos. ion) m/z: 333 (M+1). IC50 (uM) 0.063.
WORKUP
后处理
- temperatureThe mixture was cooled to room temperature
- filtrationfiltered through Celite
- concentrationThe filtrate was concentrated
- dissolutiondissolved in MeOH
- custompurified with reverse-phase HPLC (Phenomenex Gemini 80 A column, 100×50 mm, 80 ml/min, 10-95% CH3CN/H2O, 0.1% TFA, 15 min gradient)
- customThe residue was re-purified by column chromatography (EtOAc/Hexanes=0-40%
- customfollowed by recrystallization from MeOH