Piperazine → HCID 21101706, compound

HRID 1353333Notes

Reaction equation

HRID 1353333 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[NH:5][C:4](=[O:13])[CH:3]=1.[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15].N1CCNCC1>C(O)CCC>[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][N:24]([C:2]2[C:11]3[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=3)[NH:5][C:4](=[O:13])[CH:3]=2)[CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:15])[CH3:16]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 344138HCID 344138, compound

Product 1

HCID 21101706HCID 21101706, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

4,7-Dichloro-2-quinolone (192 mg, 0.88 mmol) and 1-tert-butoxycarbonylpiperazine (580 mg, 3.1 mmol) in n-butanol (10 mL) are heated in a sealed tube for 2 h at 150° C., when additional piperazine (200 mg) is added and heating is continued for further 18 h. After removing the solvent, the residue is purified by column chromatography with CH2Cl2-MeOH—NH4OH yielding the title product as a colorless solid.

Workup

  1. temperatureheating
  2. customAfter removing the solvent
  3. customthe residue is purified by column chromatography with CH2Cl2-MeOH—NH4OH yielding the title product as a colorless solid

Sources & evidence

ORD record
ord-bcd50cc920ee48ec894eaeb81099007f
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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