반응 #1702127

ord-1af3814c846d43a3bc2e857f607f7351

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction was quenched with water
  2. 2
    workup.ADDITIONEtOAc was added
  3. 3
    기타the layers were separated
  4. 4
    추출The aqueous layer was extracted with EtOAc twice
  5. 5
    세척The combined organic layers were washed with water and brine successively
  6. 6
    건조dried (Na2SO4)
  7. 7
    여과filtered
  8. 8
    농축concentrated

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08765727B2uspto-grants-2014_07