Water → 1-(4-{4-[2-(4-Methyl-piperazin-1-yl)-5-nitro-benzoyl]-piperazin-1-yl}-phenyl)-ethanone

HRID 736161Notes

Reaction equation

HRID 736161 reaction equation
F[C:2]1[CH:3]=[C:4]([C:26](=[O:28])[CH3:27])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:25])[C:15]2[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=2F)[CH2:10][CH2:9]1.[CH3:29][N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.O>C1COCC1>[CH3:29][N:30]1[CH2:35][CH2:34][N:33]([C:16]2[CH:17]=[CH:18][C:19]([N+:21]([O-:23])=[O:22])=[CH:20][C:15]=2[C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:7]3[CH:6]=[CH:5][C:4]([C:26](=[O:28])[CH3:27])=[CH:3][CH:2]=3)[CH2:9][CH2:10]2)=[O:25])[CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 962WaterHCID 531671-MethylpiperazineHCID 13622671-{3-Fluoro-4-[4-(2-fluoro-5-nitrobenzoyl)piperazino]phenyl}-1-ethanone

Product 1

HCID 688427131-(4-{4-[2-(4-Methyl-piperazin-1-yl)-5-nitro-benzoyl]-piperazin-1-yl}-phenyl)-ethanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

A stirred mixture of 150 mg (0.39 mmol) 1-{3-fluoro-4-[4-(2-fluoro-5-nitro-benzoyl)-piperazin-1-yl]-phenyl}-ethanone, 200 mg (2.0 mmol) 1-methylpiperazine in 4 ml THF was heated to 80° C. for 1 h. Water was added to the reaction mixture, the precipitate isolated, dried and purified by flash-chromatography on silica gel with heptane/AcOEt as eluent. The title compound was obtained as a light yellow powder, MS (m/e): 471.2 (MH+, 100%).

Workup

  1. customthe precipitate isolated
  2. customdried
  3. custompurified by flash-chromatography on silica gel with heptane/AcOEt as eluent

Sources & evidence

ORD record
ord-03e9f548cbdf403e9fe43f9a8ab61e72
Source dataset
uspto-grants-2009_09
Patent number
US07595314B2

Reaction notes

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