Reaktion #90030
ord-b9d0a98fe4834385af7afb06cd46afe8
Reaktionsgleichung
Edukte
Reagenzien
Lösungsmittel
Reaktionsbedingungen
Aufarbeitung
- 1SonstigeThe mixture was subjected to reduced pressure under ultrasonication treatment
- 2Sonstigeby flushing with nitrogen gas
- 3Sonstigedegassed
- 4Temperaturthe mixture was cooled to room temperature
- 5workup.ADDITIONadded with water (250 ml)
- 6workup.STIRRINGfurther stirred for 30 min
- 7FiltrationThe precipitates were filtered
- 8Waschenwashed with water (50 ml)
- 9WaschenThey were further washed with CH3CN (50 ml)
Vorschrift
To trifluoro-methanesulfonic acid 3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl ester (Compound B1, 7.80 g, 18.0 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (6.11 g, 19.8 mmol, 1.1 eq.), Pd(PPh3)2Cl2 (630 mg, 0.898 mmol, 0.05 eq.), and sodium carbonate (5.71 g, 53.9 mmol, 3.0 eq.), DME (125 ml) and water (25 ml) were added. The mixture was subjected to reduced pressure under ultrasonication treatment, followed by flushing with nitrogen gas. This procedure was repeated five times and then degassed. After further stirring at 80° C. for 2 hr under nitrogen atmosphere, the mixture was cooled to room temperature, added with water (250 ml), and further stirred for 30 min. The precipitates were filtered and washed with water (50 ml). They were further washed with CH3CN (50 ml) to obtain the target compound as a crude product (gray powder, 7.54 g, 90%).