Potassium Carbonate → HCID 178511065, Verbindung

HRID 2269056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2269056
[NH2:1][C:2]1[N:10]=[C:9]([SH:11])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:19])[N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:27][CH2:28][CH2:29][C:30]#[N:31]>CN(C)C=O>[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:27][CH2:28][CH2:29][C:30]#[N:31])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:19])[N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 123364-ChlorobutyronitrileHCID 1785090596-Amino-9-benzyl-8-hydroxy-2-mercaptopurine

Produkt 1

HCID 178511065HCID 178511065, VerbindungAusbeute 37,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Crude 6-amino-9-benzyl-8-hydroxy-2-mercaptopurine (150 mg, 0.55 mmol) was suspended in dimethylformamide (10 ml). To the suspension were added potassium carbonate (202 mg, 1.46 mmol) and 4-chlorobutyronitrile (152 mg, 1.46 mmol) in order. The mixture was stirred at room temperature for 3 hours. The solvent was removed in vacuo, and to the residue was added water. The mixture was extracted with chloroform and the organic layer was dried on sodium sulfate. After removal of the solvent in vacuo, the residue was purified by silica gel chromatography (5% methanol/chloroform) to give the subject compound (71 mg, yield 29%).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. additionto the residue was added water
  3. extractionThe mixture was extracted with chloroform
  4. customthe organic layer was dried on sodium sulfate
  5. customAfter removal of the solvent in vacuo
  6. customthe residue was purified by silica gel chromatography (5% methanol/chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-59c4b340dbde4a218f5985fb867df1ed
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06329381B1

Notizen zur Reaktion

Wird geladen…