1-Methylpiperazine → tert-Butyl 4-(4-methylpiperazin-1-yl)-2-nitrobenzoate

HRID 1048786Notes

Reaction equation

HRID 1048786 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.F[C:9]1[CH:21]=[CH:20][C:12]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[C:11]([N+:22]([O-:24])=[O:23])[CH:10]=1>O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:9]2[CH:21]=[CH:20][C:12]([C:13]([O:15][C:16]([CH3:18])([CH3:19])[CH3:17])=[O:14])=[C:11]([N+:22]([O-:24])=[O:23])[CH:10]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 57447321Tert-butyl 4-fluoro-2-nitrobenzoate

Product 1

HCID 45791321tert-Butyl 4-(4-methylpiperazin-1-yl)-2-nitrobenzoateYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.28 ml (47.6 mmol) of 1-methylpiperazine is added to 4.1 g (17 mmol) of tert-butyl 4-fluoro-2-nitrobenzoate. The reaction mixture is stirred without solvent for 5 hours. 150 ml of water is added to the reaction mixture and it is stirred for 24 hours. The precipitate formed is filtered, rinsed with water and dried under vacuum to yield 4.9 g (90%) of tert-butyl 4-(4-methylpiperazin-1-yl)-2-nitrobenzoate in the form of a yellow solid.

Workup

  1. stirringis stirred for 24 hours
  2. customThe precipitate formed
  3. filtrationis filtered
  4. washrinsed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-b22f1b9ff50e4187b132ff536da9ad18
Source dataset
uspto-grants-2016_07
Patent number
US09381195B2

Reaction notes

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