반응 #62378

반응 방정식

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

5-vinyl-benzo[1,3]dioxole

2-(di-tert-butylphosphino)biphenyl

triethylamine

→

title compound

수율 13.8%

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

수율 13.8%

용매

acetonitrile

반응 조건

후처리

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

실험 절차

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.

출처