Fluoroquinolonic acid → HCID 178524693, compound

HRID 248534Notes

Reaction equation

HRID 248534 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8][N:9]2[CH:12]2[CH2:14][CH2:13]2)=[CH:4][C:3]=1[F:19].[NH:20]1[CH:24]=[CH:23][C:22]([CH:25]2[CH2:30][NH:29][CH2:28][CH2:27][NH:26]2)=[N:21]1>N1C=CC=CC=1>[CH:12]1([N:9]2[C:10]3[C:5](=[CH:4][C:3]([F:19])=[C:2]([N:29]4[CH2:28][CH2:27][NH:26][CH:25]([C:22]5[CH:23]=[CH:24][NH:20][N:21]=5)[CH2:30]4)[CH:11]=3)[C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8]2)[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 483180Fluoroquinolonic acidHCID 178419966HCID 178419966, compound

Product 1

HCID 178524693HCID 178524693, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 703 mg of 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 1.I4 g of 2-(1H-pyrazol-3-yl)piperazine and 5 ml of pyridine was heated in a pressure bottle at for 24 hours. It was allowed to cool at room temperature, then cooled to 0° C., the pyridine removed and the crude product purified by flash chromatography on silica gel, giving 195 mg of the desired product.

Workup

  1. temperaturewas heated in a pressure bottle at for 24 hours
  2. temperaturecooled to 0° C.
  3. customthe pyridine removed
  4. customthe crude product purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-99d32efd5d3a4097a659edab49f2be13
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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