反应 #1702127

ord-1af3814c846d43a3bc2e857f607f7351

反应方程式

COc1cccc(CCN)c1
3-methoxyphenethylamine
Clc1ncc(Cl)c(Cl)n1
2,4,5-trichloropyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COc1cccc(CCNc2nc(Cl)ncc2Cl)c1
desired product
收率 95.0%
COc1cccc(CCNc2nc(Cl)ncc2Cl)c1
2,5-Dichloro-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-4-amine
收率 95.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction was quenched with water
  2. 2
    workup.ADDITIONEtOAc was added
  3. 3
    其他the layers were separated
  4. 4
    萃取The aqueous layer was extracted with EtOAc twice
  5. 5
    洗涤The combined organic layers were washed with water and brine successively
  6. 6
    干燥dried (Na2SO4)
  7. 7
    过滤filtered
  8. 8
    浓缩concentrated

实验过程

To a solution of 3-methoxyphenethylamine (1.93 mL, 13.2 mmol) and 2,4,5-trichloropyrimidine (1.59 mL, 13.9 mmol) in N,N-dimethylformamide (40 mL) was added potassium carbonate (5.5 g, 40 mmol). The resultant mixture was stirred overnight at room temperature. The reaction was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated to give the desired product as a yellow gel (3.74 g, 95%). LCMS for C13H14Cl2N3O (M+H)+: m/z=298.0, 300.0.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08765727B2uspto-grants-2014_07