Sodium Bicarbonate → 6-Amino-9-benzyl-8-hydroxy-2-(formylmethylthio)purine

HRID 2269040Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2269040
[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH:13]2OCC[O:14]2)[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:25])[N:6]2[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])O.[Na+]>Cl.O1CCCC1>[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH:13]=[O:14])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:25])[N:6]2[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

5

Edukt 2

HCID 516892Sodium BicarbonateHCID 1785090406-Amino-9-benzyl-2-(1,3-dioxolan-2-yl-methyl)thio-8-hydroxypurine

Produkt 1

HCID 1785090536-Amino-9-benzyl-8-hydroxy-2-(formylmethylthio)purineAusbeute 44,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

6-Amino-9-benzyl-2-(1,3-dioxolan-2-yl-methyl)thio-8-hydroxypurine (44 mg, 0.12 mmol) was dissolved in a mixture of 3.3N hydrochloric acid (1 ml) and tetrahydrofuran (4 ml). The solution was stirred at 70° C. for 7 hours and then neutralized with aqueous sodium hydrogen carbonate. After removal of tetrahydrofuran in vacuo, the resulting crystals were filtered, washed with water and repulped in methanol to give the subject compound (17 mg, yield 44%).

Aufarbeitung

  1. customAfter removal of tetrahydrofuran in vacuo
  2. filtrationthe resulting crystals were filtered
  3. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-add3175bc1fc456280dc6a9e3de5f86c
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06329381B1

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