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

HRID 2068817Notes

Reaction equation

HRID 2068817 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-methylpiperazine (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 it 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-4950efb8a84f4264bce44f13754318d8
Source dataset
uspto-grants-2012_10
Patent number
US08299057B2

Reaction notes

Loading…