تفاعل #1687659

ord-3e97126b04ab4424830813af8d3a8e2d

معادلة التفاعل

CN(C)Cc1c[nH]c2ncccc12
3-(N,N-dimethylaminomethyl)-1H-pyrrolo[2,3-b]pyridine
c1ccc(N2CCNCC2)nc1
1-(pyridin-2-yl)piperazine
c1ccc(N2CCN(Cc3c[nH]c4ncccc34)CC2)nc1
3-[4-(pyridin-2-yl)-piperazin-1-yl]methyl-1H-pyrrolo[2,3-b]pyridine
المردود 96.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was heated
  2. 2
    درجة الحرارةat reflux over night
  3. 3
    درجة الحرارةHeating
  4. 4
    أخرىhad reached room temperature
  5. 5
    ترشيحwas filtered off
  6. 6
    أخرىdried in vacuo

الإجراء التجريبي

To a solution of 3-(N,N-dimethylaminomethyl)-1H-pyrrolo[2,3-b]pyridine (258 mg, 1.39 mmol) (prepared in Example 1(a)) in toluene (10 mL) was added 1-(pyridin-2-yl)piperazine (233 mL, 250 mg, 1.53 mmol). The mixture was heated at reflux over night. Heating was discontinued and when the reaction temperature had reached room temperature the solid was filtered off and dried in vacuo to give 3-[4-(pyridin-2-yl)-piperazin-1-yl]methyl-1H-pyrrolo[2,3-b]pyridine as a colourless solid (395 mg, 93%). δH (300 MHz, CDCl3) 2.50 (4H, m, piperazinyl), 3.46 (4H, m, piperazinyl), 3.68 (2H, s), 6.61 (1H, dd, J=5.1 and 6.9), 6.78 (1H, d, J=8.6), 7.06 (1H, dd, J=4.7 and 7.8), 7.39 (1H, s), 7.51 (1H, dd, 6.9 and 8.6), 8.10 (1H, d, J=8.1), 8.12(1H, d, J=7.8), 8.22(1H, d, J=4.6),11.49(1H, br s); ESMS 294 (MH+)

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05976497uspto-grants-1999_11