تفاعل #1702127

ord-1af3814c846d43a3bc2e857f607f7351

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction was quenched with water
  2. 2
    workup.ADDITIONEtOAc was added
  3. 3
    أخرىthe layers were separated
  4. 4
    استخلاصThe aqueous layer was extracted with EtOAc twice
  5. 5
    غسيلThe combined organic layers were washed with water and brine successively
  6. 6
    تجفيفdried (Na2SO4)
  7. 7
    ترشيحfiltered
  8. 8
    تركيزconcentrated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08765727B2uspto-grants-2014_07