تفاعل #82486

معادلة التفاعل

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

1-(4-dimethylaminophenyl)piperazine

→

title compound

المردود 45.0%

3-(4-[4-Dimethylaminophenyl]piperazine-1-yl)methyl-1H-pyrrolo[2,3-b]pyridine

المردود 45.0%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat reflux under nitrogen for 7 h
3. 3
   درجة الحرارةto cool
4. 4
   أخرىthe solid formed
5. 5
   أخرىwas collected
6. 6
   أخرىRecrystallisation from methanol

الإجراء التجريبي

A mixture of 3-dimethylaminomethyl-1H-pyrrolo[2,3-b]pyridine (0.4450 g, 2.54 mmol) and 1-(4-dimethylaminophenyl)piperazine (0.55 g, 2.68 mmol) in toluene (20 ml) was heated at reflux under nitrogen for 7 h. The mixture was allowed to cool and the solid formed was collected. Recrystallisation from methanol gave the title compound (0.382 g, 45%) as colourless neddles, m.p. 199°-201° C.; (Found C, 71.32; H, 7.37; N, 20.71. C20H25N5 requires C, 71.61; H, 7.51; N, 20.88%); δH (DMSO-d6) 2.52 (4H, m, 2×piperazinyl CH2), 2.76 (6H, s, N(CH3)2), 2.95 (4H, m, 2×piperazinyl CH2), 3.67 (2H, s, CH2N), 6.66 (2H, m, ArH), 6.80 (2H, m, ArH), 7.03 (1H, dd, J 7.8, 4.7 Hz), 7.35 (1H, d, J 2.0 Hz, 2-H), 8.04 (1H, dd, J 7.8, 1.5 Hz, 4-H), 8.19 (1H, dd, J 4.7, 1.5 Hz, 6-H), and 11.41 (1H, br s, NH); m/z (CI+, NH3) 336 (M+1)+.

المصدر