반응 #90071

반응 방정식

9-bromo-8-(4-cyclobutyl-piperazin-1-yl)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

trimethyl boroxine

potassium carbonate

→

title compound

수율 59.6%

8-(4-Cyclobutyl-piperazin-1-yl)-6,6,9-trimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

수율 59.6%

용매

N,N-dimethyl formamide

반응 조건

후처리

1. 1
   기타Upon the completion of the reaction
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   workup.ADDITIONwas added to the reaction solution, which
4. 4
   추출was then extracted with ethyl acetate
5. 5
   세척The organic layer was washed with brine
6. 6
   건조dried over sodium sulfate
7. 7
   기타The drying agent was removed by filtration
8. 8
   기타the residues obtained
9. 9
   농축after concentration under reduced pressure
10. 10
    기타were purified by silica gel column chromatography (ethyl acetate/methanol)

실험 절차

Under nitrogen atmosphere, to the N,N-dimethyl formamide (1.5 ml) solution of 9-bromo-8-(4-cyclobutyl-piperazin-1-yl)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound F4-10, 50 mg, 0.099 mmol), trimethyl boroxine (12 mg, 0.1 eq.), tetrakis triphenylphosphine palladium (39 mg, 0.2 eq.), and potassium carbonate (41 mg, 3.0 eq.) were added, and the mixture was stirred at 100° C. for 24 hr. Upon the completion of the reaction, distilled water was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/methanol) to obtain the title compound (25 mg, 58%).

출처