2-Methylpiperazine → HCID 14651172, compound

HRID 1081421Notes

Reaction equation

HRID 1081421 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([CH3:17])[C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:3][CH2:2]1.[CH3:22][CH:23]1[CH2:28][NH:27][CH2:26][CH2:25][NH:24]1>C(#N)C>[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([CH3:17])[C:10]([F:16])=[C:11]([N:27]4[CH2:26][CH2:25][NH:24][CH:23]([CH3:22])[CH2:28]4)[C:12]=3[F:14])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 660572-MethylpiperazineHCID 146512581-Cyclopropyl-5-methyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 14651172HCID 14651172, compoundYield 74.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 0.80 g (2.69 mmol) of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acid, 1.08 g (10.8 mmol) of 2-methylpiperazine, and 20 mL of acetonitrile was refluxed for 3 hours, then cooled in an ice bath. The precipitate was collected, washed with water and acetonitrile, and dried in vacuo to give 0.76 g of the title compound, mp 187°-188° C.

Workup

  1. temperaturewas refluxed for 3 hours
  2. temperaturecooled in an ice bath
  3. customThe precipitate was collected
  4. washwashed with water and acetonitrile
  5. customdried in vacuo

Sources & evidence

ORD record
ord-90489ff9bb164876b2c145ea4a584255
Source dataset
uspto-grants-1996_12
Patent number
US05585491

Reaction notes

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