反应 #1702150

ord-d3eee0baa05e42968a9067e36011ef7c

反应方程式

COc1ccc(Br)c(CN)c1
1-(2-bromo-5-methoxyphenyl)methanamine
Clc1ncc(Cl)c(Cl)n1
2,4,5-trichloropyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COc1ccc(Br)c(CNc2nc(Cl)ncc2Cl)c1
desired product
收率 98.5%
COc1ccc(Br)c(CNc2nc(Cl)ncc2Cl)c1
N-(2-Bromo-5-methoxybenzyl)-2,5-dichloropyrimidin-4-amine
收率 98.5%

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 1-(2-bromo-5-methoxyphenyl)methanamine (3.6 g, 13 mmol) and 2,4,5-trichloropyrimidine (1.60 mL, 14 mmol) in N,N-dimethylformamide (41.3 mL) was added potassium carbonate (5.53 g, 40 mmol). The resulting 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 light yellow gel (4.65 g, 96%). LCMS for C12H10BrCl2N3O (M+H)+: m/z=361.9, 363.9.

来源

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