Reaktion #60818

Reaktionsgleichung

NH3

P2O5

H3PO4

1H-imidazole-5-carboxamide

N-(4,6-diaminopyrimidin-5-yl)-5-phenyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-4-carboxamide

Intermediate 36

N-(4,6-diaminopyrimidin-5-yl)-5-phenyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-4-carboxamide

→

title compound

Ausbeute 6.1%

8-(4-Phenyl-1H-imidazol-5-yl)-9H-purin-6-amine

Ausbeute 6.1%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to ambient temperature
2. 2
   workup.ADDITIONice was added
3. 3
   SonstigeThe solvent was evaporated in vacuo
4. 4
   Sonstigeto give a yellow oil
5. 5
   SonstigePurification by preparative RPHPLC (MeCN:water:TFA, 90:10:0.1)

Vorschrift

P2O5 (0.29 g) and H3PO4 (0.21 mL) were added to a mixture of N-(4,6-diaminopyrimidin-5-yl)-4-phenyl-1-{[2- trimethylsilyl)ethoxy]methyl}-1H-imidazole-5-carboxamide and N-(4,6-diaminopyrimidin-5-yl)-5-phenyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole-4-carboxamide (Intermediate 36) (65 mg) and heated at 160° C. for 24 hours. After cooling to ambient temperature, ice was added and the reaction mixture adjusted to pH 5 with NH3 solution. The solvent was evaporated in vacuo to give a yellow oil. Purification by preparative RPHPLC (MeCN:water:TFA, 90:10:0.1) gave the title compound as a colourless solid (2.6 mg, 6%);

Quelle