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

HRID 1472202Notes

Reaction equation

HRID 1472202 reaction equation
[C:1]([O:5][C:6](=[O:17])[C:7]1[CH:12]=[CH:11][C:10](F)=[CH:9][C:8]=1[N+:14]([O-:16])=[O:15])([CH3:4])([CH3:3])[CH3:2].[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>O>[C:1]([O:5][C:6](=[O:17])[C:7]1[CH:12]=[CH:11][C:10]([N:22]2[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]2)=[CH:9][C:8]=1[N+:14]([O-:16])=[O:15])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

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

Product 1

HCID 45791321tert-Butyl 4-(4-methylpiperazin-1-yl)-2-nitrobenzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 4-fluoro-2-nitro-benzoic acid tert-butyl ester (13 g, 54 mmol) and N-methyl-piperazine (17 mL) was stirred at room temperature for 6 hours. The reaction mixture was then diluted with water (800 mL) and maintained under magnetic stirring for 20 hours. The resulting solid was filtered, washed thoroughly with water and dried under vacuum at 40° C. The title compound was obtained as yellow solid (16.4 g, 94% yield), and was used in the next step without any further purification.

Workup

  1. temperaturemaintained
  2. filtrationThe resulting solid was filtered
  3. washwashed thoroughly with water
  4. customdried under vacuum at 40° C

Sources & evidence

ORD record
ord-30a1656a606b4626a3bc75c56bed3051
Source dataset
uspto-grants-2015_04
Patent number
US09012487B2

Reaction notes

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