Sodium Hydroxide → 1-Ethyl-6-fluoro-1,4-dihydro-7-[3-(1H-indol-3-yl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid

HRID 2165646Notes

Reaction equation

HRID 2165646 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:37])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH:15]([C:19]4[C:27]5[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=5)[N:21](S(C5C=CC=CC=5)(=O)=O)[CH:20]=4)[CH2:14]3)[CH:11]=2)[C:6](=[O:38])[C:5]([C:39]([OH:41])=[O:40])=[CH:4]1)[CH3:2].[OH-].[Na+]>O1CCOCC1>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:37])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH:15]([C:19]4[C:27]5[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=5)[NH:21][CH:20]=4)[CH2:14]3)[CH:11]=2)[C:6](=[O:38])[C:5]([C:39]([OH:41])=[O:40])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19763607HCID 19763607, compound

Product 1

HCID 148393861-Ethyl-6-fluoro-1,4-dihydro-7-[3-(1H-indol-3-yl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acidYield 64.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 574 mg of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[3-[1-(phenylsulfonyl)-1H-indol-3-yl]-1-piperazinyl]-3-quinolinecarboxylic acid, 10 ml of 1N sodium hydroxide and 20 ml of dioxane was reacted as described in Example 56, giving 280 mg of the desired product, mp 230° C.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-4aafc676e13a44559dcd2b245d9f13ff
Source dataset
uspto-grants-1990_07
Patent number
US04940710

Reaction notes

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