反应 #2460353

反应方程式

Methyl 3-amino-6-bromopyrazine-2-carboxylate

K2CO3

3-fluorophenylboronic acid

→

3-amino-6-(3-fluorophenyl)pyrazine-2-carboxylic acid

收率 82.3%

溶剂

MeOH

H2O

CH3CN

H2O

反应条件

后处理

1. 1
   温度Upon cooling
2. 2
   workup.DISSOLUTIONto dissolve all but the catalyst
3. 3
   过滤The mixture was filtered
4. 4
   浓缩The solution was concentrated in vacuo
5. 5
   其他the solids were collected

实验过程

Methyl 3-amino-6-bromopyrazine-2-carboxylate (0.116 g, 0.5 mmol), 3-fluorophenylboronic acid (0.14 g, 1.0 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.018 g, 0.02 mmol), and K2CO3 (0.14 g, 1.0 mmol) were combined in 3 mL of 4:1 CH3CN:H2O and heated to 150° C. for 10 minutes in the SmithSynthesizer microwave. Upon cooling, the reaction mixture was diluted with MeOH and H2O to dissolve all but the catalyst. The mixture was filtered and the pH was adjusted to 6 with 2N HCl. The solution was concentrated in vacuo, and the solids were collected to afford 3-amino-6-(3-fluorophenyl)pyrazine-2-carboxylic acid (96 mg) as a yellow solid.

来源