تفاعل #77566

معادلة التفاعل

potassium carbonate

phenylboronic acid

1,4-bis(5-bromo-2-pyridyl)hexahydro-1,4-diazepine

→

title compound

1,4-Bis(5-phenyl-2-pyridyl)hexahydro-1,4-diazepine

المذيبات

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   أخرىthe organic layer was collected
3. 3
   استخلاصthe aqueous layer was extracted with chloroform
4. 4
   تجفيفdried over anhydrous sodium sulfate
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue was purified by column chromatography on silica gel
7. 7
   أخرىto yield crude crystals
8. 8
   أخرىThe crude crystals were recrystallized from chloroform-hexane

الإجراء التجريبي

Under nitrogen, to a solution of the 1,4-bis(5-bromo-2-pyridyl)hexahydro-1,4-diazepine (200 mg, 0.585 mmol) synthesized in Reference Example 1 in ethanol-toluene (2.0 mL-2.0 mL) were added phenylboronic acid (130.0 mg, 1.07 mmol), tetrakis(triphenylphosphine)palladium (56.0 mg, 0.050 mmol) and a 2.0 M aqueous potassium carbonate (0.5 mL, 1.0 mmol), and the resulting mixture was stirred at 80° C. for 3 hours. After cooling, the organic layer was collected and the aqueous layer was extracted with chloroform. The organic layers were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to yield crude crystals. The crude crystals were recrystallized from chloroform-hexane to yield the title compound as slightly yellow needles (melting point: 221.0-222.0° C.) (61.0 mg, yield: 31%).

المصدر