Reaktion #62378

Reaktionsgleichung

6-fluoro-3-iodo-5-nitro-1-trityl-1H-indazole

5-vinyl-benzo[1,3]dioxole

2-(di-tert-butylphosphino)biphenyl

triethylamine

→

title compound

Ausbeute 13.8%

3-[(E)-2-(Benzo[1,3]dioxol-5-yl)-vinyl]-6-fluoro-5-nitro-1-trityl-1 h-indazole

Ausbeute 13.8%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to room temperature
2. 2
   workup.ADDITION5 g of silica gel was added
3. 3
   Sonstigethe solvent was evaporated
4. 4
   Sonstigepurified by silica gel column chromatography
5. 5
   Sonstigeto obtain 468 mg of the crude product as yellow crystal
6. 6
   WaschenThis crude product was washed with 50% diethylether solution in hexane
7. 7
   Sonstigethe solvent was evaporated

Vorschrift

Under nitrogen atmosphere, 1 g of 6-fluoro-3-iodo-5-nitro-1-trityl-1H-indazole was dissolved in 10 mL of acetonitrile, added successively with 1.35 g of 5-vinyl-benzo[1,3]dioxole, 81.7 mg of palladium acetate (II), 162 mg of 2-(di-tert-butylphosphino)biphenyl and 2 mL of triethylamine, and stirred at 100° C. for 5 hours. After cooling to room temperature, 5 g of silica gel was added, and the solvent was evaporated, and purified by silica gel column chromatography, to obtain 468 mg of the crude product as yellow crystal. This crude product was washed with 50% diethylether solution in hexane, and the solvent was evaporated, to afford 143 mg of the title compound as yellow crystals.

Quelle