反応 #1702127

ord-1af3814c846d43a3bc2e857f607f7351

反応方程式

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
収率 95.0%
COc1cccc(CCNc2nc(Cl)ncc2Cl)c1
2,5-Dichloro-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-4-amine
収率 95.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The reaction was quenched with water
  2. 2
    workup.ADDITIONEtOAc was added
  3. 3
    その他the layers were separated
  4. 4
    抽出The aqueous layer was extracted with EtOAc twice
  5. 5
    洗浄The combined organic layers were washed with water and brine successively
  6. 6
    乾燥dried (Na2SO4)
  7. 7
    ろ過filtered
  8. 8
    濃縮concentrated

実験手順

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.

出典

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