Piperazine → 7-Piperazin-1-yl-furo[3,2-b]pyridine

HRID 1192404Notes

Reaction equation

HRID 1192404 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[CH:9][O:10][C:3]=12.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>CO>[N:11]1([C:2]2[CH:7]=[CH:6][N:5]=[C:4]3[CH:8]=[CH:9][O:10][C:3]=23)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 105588227-Chloro-furo(3,2-b)pyridine

Product 1

HCID 675400367-Piperazin-1-yl-furo[3,2-b]pyridineYield 22%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 7-Chloro-furo[3,2-b]pyridine (0.73 g, 4.75 mmol) and piperazine (1.2 g, 14 mmol) in a sealed tube was heated to 130° C. for 4 hours. After cooling, the solid was dissolved in MeOH and DCM, concentrated and subject to column chromatography, eluted by DCM/MeOH (10:1-1:1) to give 7-Piperazin-1-yl-furo[3,2-b]pyridine (0.21 g, 22%). MS (APCI+) [M+H]+204.

Workup

  1. temperatureAfter cooling
  2. concentrationDCM, concentrated
  3. washeluted by DCM/MeOH (10:1-1:1)

Sources & evidence

ORD record
ord-8cd6d14fbd3d4ee18cbe7f60fab0b578
Source dataset
uspto-grants-2014_03
Patent number
US08680114B2

Reaction notes

Loading…