Reaktion #88636

Reaktionsgleichung

3-(7-bromo-5-(4-chlorobenzyl)-1-methyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate

tetramethylstannane

→

3-(5-(4-chlorobenzyl)-1,7-dimethyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate

Ausbeute 92.8%

Lösungsmittel

EA

water

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was heated at 120° C. (MW) for 45 min
2. 2
   TrocknenThe organic layer was dried over Na2SO4
3. 3
   Einengenconcentrated to a residue which
4. 4
   Sonstigewas purified by chromatography
5. 5
   Wascheneluted with PE/EA (5:1 to 1:1)

Vorschrift

To a solution of 3-(7-bromo-5-(4-chlorobenzyl)-1-methyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (50 mg, 0.107 mmol) in DMF (2 mL) was added tetramethylstannane (38.2 mg, 0.214 mmol) and Pd(PPh3)2Cl2 (10 mg). The reaction was heated at 120° C. (MW) for 45 min, cooled to RT then diluted with EA (5 mL) and water (5 mL). The organic layer was dried over Na2SO4 and concentrated to a residue which was purified by chromatography eluted with PE/EA (5:1 to 1:1) to give 3-(5-(4-chlorobenzyl)-1,7-dimethyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (40 mg, 92.8% yield) as an oil. LCMS: MH+ 404 and TR=1.630 min. Used without further purification.

Quelle