Fluoroquinolonic acid → HCID 19763613, compound

HRID 248525Notes

Reaction equation

HRID 248525 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].[C:20]([CH:22]1[NH:27][CH2:26][CH2:25][NH:24][CH2:23]1)#[CH:21]>N1C=CC=CC=1>[CH:12]1([N:9]2[C:10]3[C:5](=[CH:4][C:3]([F:19])=[C:2]([N:24]4[CH2:25][CH2:26][NH:27][CH:22]([C:20]#[CH:21])[CH2:23]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 19763589HCID 19763589, compound

Product 1

HCID 19763613HCID 19763613, compoundYield 13.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 1.23 g of 7 -chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 1.95 g of 3-ethynylpiperazine and 15 ml of pyridine is heated at 140° C. in a pressure bottle for 18 hours and then purified as described in Example 101, giving 210 mg of the desired product.

Workup

  1. custompurified

Sources & evidence

ORD record
ord-b09023fe203645d4a8d2444beeb6ac37
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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