1-Methylpiperazine → HCID 21106562, compound

HRID 1783672Notes

Reaction equation

HRID 1783672 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12]Br)=[CH:9][CH:10]=2)[C:5](=[O:14])[N:4]([CH:15]([CH3:17])[CH3:16])[N:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>C1COCC1>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][N:22]3[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]3)=[CH:9][CH:10]=2)[C:5](=[O:14])[N:4]([CH:15]([CH3:17])[CH3:16])[N:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 211065684-Bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one

Product 1

HCID 21106562HCID 21106562, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4-Bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one (0.2 g, 0.56 mmol) was dissolved in THF (1 ml), to this was added N-methyl piperazine (0.14 g, 1.4 mmol) as a solution in THF (1 ml) and the reaction mixture was stirred for 1 hour. Whereupon LC-MS indicated complete consumption of starting material, the solvent was removed under vacuum and the residue was purified by flash column chromatography (elution: 90% EtOAC, 10% MeOH) to give the title compound (0.17 g, 84% yield) as a light yellow solid.

Workup

  1. customconsumption of starting material
  2. customthe solvent was removed under vacuum
  3. customthe residue was purified by flash column chromatography (elution: 90% EtOAC, 10% MeOH)

Sources & evidence

ORD record
ord-ef186c37fc114633ac7ebc7c23f639f4
Source dataset
uspto-grants-2009_03
Patent number
US07501410B2

Reaction notes

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