Реакция #62378

Уравнение реакции

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

5-vinyl-benzo[1,3]dioxole

2-(di-tert-butylphosphino)biphenyl

triethylamine

→

title compound

Выход 13.8%

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

Выход 13.8%

Растворители

acetonitrile

Условия реакции

Обработка

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

Методика

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.

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