Piperazine → HCID 14839606, compound

HRID 1089200Notes

Reaction equation

HRID 1089200 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:7]([O:9][C:10]([C:12]1[C:21](=[O:22])[C:20]2[C:15](=[N:16][C:17](Cl)=[C:18]([F:23])[CH:19]=2)[N:14]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:13]=1)=[O:11])[CH3:8]>C(#N)C>[CH2:7]([O:9][C:10]([C:12]1[C:21](=[O:22])[C:20]2[C:15](=[N:16][C:17]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)=[C:18]([F:23])[CH:19]=2)[N:14]([C:25]([CH3:26])([CH3:28])[CH3:27])[CH:13]=1)=[O:11])[CH3:8]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 11844477HCID 11844477, compound

Product 1

HCID 14839606HCID 14839606, compoundYield 61.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a refluxed solution of 487 mg (5.65 mmoles) piperazine in 30 mL acetonitrile was gradually added 612 mg (1.87 mmole) of 1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-7-chloro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester over a 10 mn period. The solution was refluxed 30 minutes and evaporated to dryness. The residue was taken up in water and filtered to give 435 mg of 7-piperazinyl-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester.

Workup

  1. temperatureThe solution was refluxed 30 minutes
  2. customevaporated to dryness
  3. filtrationfiltered

Sources & evidence

ORD record
ord-9e6526d9f0be4ae6880351c40388e2c4
Source dataset
uspto-grants-1990_10
Patent number
US04965273

Reaction notes

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