تفاعل #90030

ord-b9d0a98fe4834385af7afb06cd46afe8

المذيبات

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe mixture was subjected to reduced pressure under ultrasonication treatment
  2. 2
    أخرىby flushing with nitrogen gas
  3. 3
    أخرىdegassed
  4. 4
    درجة الحرارةthe mixture was cooled to room temperature
  5. 5
    workup.ADDITIONadded with water (250 ml)
  6. 6
    workup.STIRRINGfurther stirred for 30 min
  7. 7
    ترشيحThe precipitates were filtered
  8. 8
    غسيلwashed with water (50 ml)
  9. 9
    غسيلThey were further washed with CH3CN (50 ml)

الإجراء التجريبي

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%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09440922B2uspto-grants-2016_09