Sodium Methoxide → 2-[(2-Cyclopropylethyl)oxy]-8-methoxy-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

HRID 1011057Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1011057
Br[C:2]1[N:3]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[C:4]2[C:9]([N:10]=1)=[C:8]([NH2:11])[N:7]=[C:6]([O:12][CH2:13][CH2:14][CH:15]1[CH2:17][CH2:16]1)[N:5]=2.[CH3:24][O-:25].[Na+]>CO>[CH:15]1([CH2:14][CH2:13][O:12][C:6]2[N:5]=[C:4]3[C:9]([N:10]=[C:2]([O:25][CH3:24])[N:3]3[CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][O:19]3)=[C:8]([NH2:11])[N:7]=2)[CH2:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 576996678-Bromo-2-[(2-cyclopropylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Produkt 1

HCID 576996292-[(2-Cyclopropylethyl)oxy]-8-methoxy-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A stirring suspension of 8-bromo-2-[(2-cyclopropylethyl)oxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (7.96 g) in methanol (80 ml) was treated with 25 wt % sodium methoxide in methanol (14.29 ml) and refluxed under nitrogen for 3.5 h. After allowing to cool over 16 h the solvent was evaporated and the residue treated with saturated ammonium chloride and extracted twice with ethyl acetate. The combined extracts were washed with brine, dried by passing through a hydrophobic frit and evaporated to give the title compound as a brown solid, yield 6.49 gm.

Aufarbeitung

  1. temperaturerefluxed under nitrogen for 3.5 h
  2. temperatureto cool over 16 h the solvent
  3. customwas evaporated
  4. additionthe residue treated with saturated ammonium chloride
  5. extractionextracted twice with ethyl acetate
  6. washThe combined extracts were washed with brine
  7. customdried
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-34e85deba9cd4ee19bdc411a28d22528
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977344B2

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