Reaktion #47847

ord-03422f858edf4ef7aae928893ffd282e

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGThe resulting mixture was stirred at RT overnight
  2. 2
    SonstigeSeparated the layers
  3. 3
    Extraktionthe aqueous layer was extracted with EtOAc (3×300 mL)
  4. 4
    Waschenwashed with brine (2×300 mL)
  5. 5
    Trocknendried over MgSO4
  6. 6
    Filtrationfiltered
  7. 7
    Einengenconcentrated
  8. 8
    Sonstigeto give (33 g)

Vorschrift

To 1 L round-bottom flask was added 4-chloro-2-(methylthio)thieno[2,3-d]pyrimidine (35.0 g, 162 mmol), THF (300 mL). The solution was stirred at 0° C. and treated dropwise with a solution of OXONE (209 g, 339 mmol) in water (350 mL). The resulting mixture was stirred at RT overnight. The reaction mixture was diluted with EtOAc (500 mL) and water (300 mL). Separated the layers, the aqueous layer was extracted with EtOAc (3×300 mL). Organic layers were combined, washed with brine (2×300 mL), dried over MgSO4, filtered and concentrated to give (33 g). MS (ES+): 249 (M+H)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745449B2uspto-grants-2010_06