تفاعل #669223

معادلة التفاعل

2-bromo-3-(4-(methylsulfonyl)phenyl)-2-cyclopenten-1-one

AsPh3

2-trimethylstannanyl pyridine

→

title compound

المردود 19.6%

2-(2-Pyridinyl)-3-(4-(methylsulfonyl)phenyl)-2-cyclopenten-1-one

المردود 19.6%

المذيبات

EtOAc

NMP

NMP

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was then cooled to r.t.
2. 2
   غسيلwashed 3 times with 10% NH4OH and brine
3. 3
   تجفيفdried over MgSO4
4. 4
   تركيزconcentrated to dryness
5. 5
   أخرىThe residue was purified by flash chromatography (5% MeOM/EtOAc)

الإجراء التجريبي

To a degassed r.t. solution of 2-bromo-3-(4-(methylsulfonyl)phenyl)-2-cyclopenten-1-one (1.103 g, 3.5 mmol), Pd2 (dba)3 (0.064 g, 0.07 mmol), and AsPh3 (0.171 g, 0.56 mmol) in NMP (7.5 mL) was added a degassed NMP solution (10 mL) of 2-trimethylstannanyl pyridine (~7.0 mmol). The resulting mixture was heated to 100° C. for 16 hours. The mixture was then cooled to r.t., diluted with EtOAc, washed 3 times with 10% NH4OH and brine, dried over MgSO4, and concentrated to dryness. The residue was purified by flash chromatography (5% MeOM/EtOAc) to provide 0.215 g of the title compound.

المصدر