1-Methylpiperazine → 6-(4-Methyl-piperazin-1-yl)-benzofuran-3-one

HRID 2377303Notes

Reaction equation

HRID 2377303 reaction equation
F[C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[CH:3]=1.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>CS(C)=O>[CH3:12][N:13]1[CH2:18][CH2:17][N:16]([C:2]2[CH:11]=[CH:10][C:5]3[C:6](=[O:9])[CH2:7][O:8][C:4]=3[CH:3]=2)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 183543126-Fluoro-2,3-dihydro-1-benzofuran-3-one

Product 1

HCID 692026786-(4-Methyl-piperazin-1-yl)-benzofuran-3-one

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of Example 1109B (0.152 g) and 1-methylpiperazine (0.22 g) in DMSO (1 ml) was heated at 150 C for 30 min, allowed to cool to r.t. (room temperature) then partitioned between water and EtOAc. Organics were dried (Na2SO4), concentrated and purified via silica gel chromatography eluting with 5% MeOH-CH2Cl2 to give the title compound. MS ESI(+)m/e 233.0(M+H)+.

Workup

  1. customthen partitioned between water and EtOAc
  2. dry with materialOrganics were dried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified via silica gel chromatography
  5. washeluting with 5% MeOH-CH2Cl2

Sources & evidence

ORD record
ord-fb220d5d5cb74607aea7e0751cb9882a
Source dataset
uspto-grants-2008_12
Patent number
US07468371B2

Reaction notes

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