تفاعل #1012

ord-95ae114a7a1047af99591a70a44e39c6

معادلة التفاعل

OCC(F)(F)F
2,2,2-trifluoroethanol
CSc1nccc(Cl)n1
4-chloro-2-methylthiopyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CSc1nccc(OCC(F)(F)F)n1
2-methylthio-4-(2,2,2-trifluoroethoxy)pyrimidine
المردود 103.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ether (3×150 ml)
  2. 2
    غسيلThe combined extracts were washed with brine
  3. 3
    أخرىdried
  4. 4
    تركيزconcentrated

الإجراء التجريبي

To a solution of 4-chloro-2-methylthiopyrimidine (16.0 g) and potassium carbonate (27.6 g) in DMF (90 ml) at 0° C., was added with stirring a solution of 2,2,2-trifluoroethanol (10.0 g) in DMF (10 ml). Stirring was continued for 64 hours, then the reaction mixture was diluted with water and extracted with ether (3×150 ml). The combined extracts were washed with brine, dried and concentrated to give 2-methylthio-4-(2,2,2-trifluoroethoxy)pyrimidine (23.0 g, crude yield) as a clear pale orange oil, 1H NMR δ 2.57(3H,s); 4.79(2H,q); 6.54(1H,d); 8.33(1H,d) ppm.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723471uspto-grants-1998_03