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
- 65 °C
PROCEDURE
实验过程
A 0.5 M solution of 2-(tert-butyloxy)-2-oxoethylzinc chloride in Et2O (43 mL, 21.2 mmol) was added to a mixture of 2-(4-((1R,2S)-2-(2-(4-bromo-3,5-difluorophenoxy)ethyl)cyclopropyl)piperidin-1-yl)-5-ethoxypyrimidine (3.4 g, 7.05 mmol), Pd2(dba)3 (0.484 g, 0.529 mmol), and X-PHOS (504 mg, 1.06 mmol) in anhydrous THF (10 mL). The mixture was stirred and heated at 65° C. overnight. The mixture was cooled to rt and filtered through celite, washing the filtercake with excess EtOAc. The volatiles were removed and the residue was purified by column chromatography on silica gel (KP-Sil 100 g SNAP column, Biotage system) eluting with 5-40% EtOAc:hexanes over 12 CV to afford the title compound. LC/MS (m/z): 518 (M+H)+.
WORKUP
后处理
- temperatureThe mixture was cooled to rt
- filtrationfiltered through celite
- washwashing the filtercake with excess EtOAc
- customThe volatiles were removed
- customthe residue was purified by column chromatography on silica gel (KP-Sil 100 g SNAP column, Biotage system)
- washeluting with 5-40% EtOAc