Sodium Hydroxide → HCID 14839384, compound

HRID 248493Notes

Reaction equation

HRID 248493 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:33])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH:15]([C:19]4[CH:23]=[CH:22][N:21](S(C5C=CC=CC=5)(=O)=O)[CH:20]=4)[CH2:14]3)[CH:11]=2)[C:6](=[O:34])[C:5]([C:35]([OH:37])=[O:36])=[CH:4]1)[CH3:2].[OH-].[Na+].O1CCOCC1>C(O)(=O)C>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:33])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH:15]([C:19]4[CH:23]=[CH:22][NH:21][CH:20]=4)[CH2:14]3)[CH:11]=2)[C:6](=[O:34])[C:5]([C:35]([OH:37])=[O:36])=[CH:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 14839378HCID 14839378, compound

Product 1

HCID 14839384HCID 14839384, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 299 mg of 1-ethyl-6 -fluoro-1,4-dihydro-4-oxo-7-[3-[1-(phenylsulfonyl)-1H-pyrrol-3-yl]-1-piperazinyl]-3-quinolinecarboxylic acid 3 ml of 1N sodium hydroxide and 10 ml of dioxane was heated at 100° C. for 4 hours, then allowed to cool and neutralized to pH 7 with 10% acetic acid. The solvents were evaporated until a solid formed. This solid was collected, washed with water, methanol and ether and dried, giving 180 mg of the desired product, mp 220° C.

Workup

  1. temperatureto cool
  2. customThe solvents were evaporated until a solid
  3. customformed
  4. customThis solid was collected
  5. washwashed with water, methanol and ether
  6. customdried

Sources & evidence

ORD record
ord-77b1dab782bf48cbb69e58b0241c7d87
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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