4-Fluorobenzoic Acid → HCID 22486142, compound

HRID 396378Notes

Reaction equation

HRID 396378 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:13][CH2:12]2)=[N:8][C:9]=1[NH2:10])([O-])=O.FC1C=CC(C(O)=O)=CC=1>CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:13][CH2:12]2)=[N:8][C:9]=1[NH2:10]

Participants

5

Reactant 2

HCID 99734-Fluorobenzoic AcidHCID 22486153HCID 22486153, compound

Product 1

HCID 22486142HCID 22486142, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

5-Nitro-6-amino-2-(4-ethoxycarbonyl-1-piperazinyl)pyridine (4.5 g 15.2 mmol) in EtOH (200 ml) is hydrogenated at 1 atm over 10% Pd/C (1.5 g), filtered after hydrogen uptake was complete (2.5 h), combined with 4-fluorobenzoic acid (2.13 g 15.2 mmol) in EtOH (50 ml), evaporated to dryness and used without further purification in the following step.

Workup

  1. filtrationfiltered after hydrogen uptake
  2. custom(2.5 h)
  3. customevaporated to dryness
  4. customused without further purification in the following step

Sources & evidence

ORD record
ord-3071bc5e98df4003a6cca38bfa880be7
Source dataset
uspto-grants-2003_08
Patent number
US06608072B1

Reaction notes

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