反应 #157154

ord-a0266f5e87fd437b9ef457e73767b91a

反应方程式

Nc1cc(Cl)cc(Cl)n1
4,6-dichloropyridin-2-amine
O=C([O-])[O-].[K+].[K+]
K2CO3
C[CH2][Zn][CH2]C
Et2Zn
CCc1cc(Cl)cc(N)n1
4-chloro-6-ethylpyridin-2-amine
收率 33.0%

溶剂

反应条件

温度
70°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度Upon cooling to room temperature
  2. 2
    萃取the mixture was extracted with EtOAc
  3. 3
    干燥dried with Na2SO4
  4. 4
    浓缩concentrated
  5. 5
    其他The crude material was purified via SiO2 column chromatography
  6. 6
    洗涤eluting with DCM/MeOH (2%)

实验过程

To a solution of 4,6-dichloropyridin-2-amine (1.0 equiv.) in THF (0.1M) was added Pd(dppf)Cl2-DCM (0.1M), K2CO3 (3.0 equiv.), and Et2Zn (1.2 equiv.). The reaction was heated to 70° C. for 18 hrs. Upon cooling to room temperature, NH4Cl(sat.) was added, the mixture was extracted with EtOAc, dried with Na2SO4, and concentrated. The crude material was purified via SiO2 column chromatography eluting with DCM/MeOH (2%) to yield 4-chloro-6-ethylpyridin-2-amine in 33% yield. LCMS (m/z): 157.1 (MH+).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08822497B2uspto-grants-2014_09