Tetrahydrofuran → 4-Chloro-2-methanesulfonyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

HRID 1694849Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1694849
[CH3:1][O:2][C:3]([C:5]1[S:16][C:8]2[N:9]=[C:10](SC)[N:11]=[C:12]([Cl:13])[C:7]=2[CH:6]=1)=[O:4].O[O:18][S:19]([O-:21])=O.[K+].[CH2:23]1COCC1>O>[CH3:1][O:2][C:3]([C:5]1[S:16][C:8]2[N:9]=[C:10]([S:19]([CH3:23])(=[O:21])=[O:18])[N:11]=[C:12]([Cl:13])[C:7]=2[CH:6]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 23707502Potassium hydroxy sulfiteHCID 59376433Methyl 4-chloro-2-(methylthio)thieno[2,3-d]pyrimidine-6-carboxylate

Produkt 1

HCID 593764254-Chloro-2-methanesulfonyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 4-chloro-2-methylsulfanyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (3.3 g, 12.0 mmol) in THF (150 mL) was added a solution of Oxone (15.5 g, 25.2 mmol) in H2O (80 mL) dropwise at RT. After 18 h, the solvent was removed and the residue was diluted with CH2Cl2. The organic fraction was washed with water (1×), brine (1×), dried over. MgSO4, and concentrated. The residue was used without further purification. ESIMS calcd 307 (M++H), found 307 (M++H).

Aufarbeitung

  1. customthe solvent was removed
  2. additionthe residue was diluted with CH2Cl2
  3. washThe organic fraction was washed with water (1×), brine (1×)
  4. customdried over
  5. concentrationMgSO4, and concentrated
  6. customThe residue was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-460bc04865d84d25a1ae69489b648e27
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158825B2

Notizen zur Reaktion

Wird geladen…