反应 #2487503

反应方程式

7-Chloro-3-iodo-imidazo[1,2-a]pyridine

1-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea

K3PO4

→

product

收率 65.7%

1-[3-(7-Chloroimidazo[1,2-a]pyridin-3-yl)phenyl]-3-(2,2,2-trifluoroethyl)urea

收率 65.7%

溶剂

1,4-dioxane

water

反应条件

后处理

1. 1
   萃取extracted with EtOAc
2. 2
   洗涤The organic layer was washed with brine
3. 3
   干燥dried (MgSO4)
4. 4
   过滤filtered
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他The residue was triturated with DCM (100 ml)
7. 7
   过滤filtered
8. 8
   洗涤the filtercake washed with 1:1 DCM

实验过程

To a solution of 7-Chloro-3-iodo-imidazo[1,2-a]pyridine (15.17 g, 54.5 mmol) in 1,4-dioxane (260 ml) was added 1-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea (22.5 g, 65.4 mmol) and aqueous K3PO4 (23.1 g in 65 ml H2O, 109 mmol) [reaction degassed by bubbling N2 through] followed by 1,1′-bis(diphenylphosphino)ferrocene palladium (II) chloride (1.99 g, 2.72 mmol). The mixture was heated at 80° C. overnight, then diluted with water and extracted with EtOAc. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was triturated with DCM (100 ml), filtered and the filtercake washed with 1:1 DCM:Petroleum ether to give the product (13.2 g) as a beige solid. MS: [M+H]+=369.

来源