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

HRID 2427241Notes

Reaction equation

HRID 2427241 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 about 6 hours. The reaction mixture was then diluted with water (800 mL) and maintained under magnetic stirring for about 20 hours. The resulting solid was filtered, washed thoroughly with water and dried under vacuum at 40° C. The title compound was obtained as a 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-e92f3e2f05d24dd19f040d7860eb35c5
Source dataset
uspto-grants-2011_06
Patent number
US07968583B2

Reaction notes

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