تفاعل #1687663

معادلة التفاعل

1-(5-bromopyridin-2-yl)-piperazine

3-(N,N-dimethylaminomethyl)-1H-pyrrolo[2,3-b]pyridine

→

3-[4-(5-bromopyridin-2-yl)-piperazin-1-yl]methyl-1H-pyrrolo[2,3-b]pyridine

المردود 97.3%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 18 h
2. 2
   أخرىprecipitated out of solution
3. 3
   ترشيحThe solid was collected by filtration
4. 4
   أخرىdried in vacuo

الإجراء التجريبي

A solution of 1-(5-bromopyridin-2-yl)-piperazine (310 mg,1.28 mmol) (prepared in Example 3(b)) and 3-(N,N-dimethylaminomethyl)-1H-pyrrolo[2,3-b]pyridine (215 mg, 1.16 mmol) (prepared in Example 1(a)) in toluene (10 mL) was heated at reflux for 18 h. The heating was discontinued and the solution allowed to cool to room temperature during which time a colourless solid precipitated out of solution. The solid was collected by filtration and dried in vacuo to yield 3-[4-(5-bromopyridin-2-yl)-piperazin-1-yl]methyl-1H-pyrrolo[2,3-b]pyridine as a colourless solid (420 mg, 97%). δH (300 mhz CDCl3) 2.58 (4H, m, piperazinyl), 3.51 (4H, m, piperazinyl), 3.75 (2H, s), 6.50 (1H, d, J=9.0), 7.09 (1H, dd, J=5.0 and 7.9), 7.27 (1H, s), 7.49 (1H, dd, J=2.6 and 9.0), 8.10 (1H, d, J=7.8), 8.17 (1H, d, J=2.3), 8.32 (4.5), 9.69 (1H , br s) ESMS 374 (MH+)

المصدر