Sodium Hydroxide → HCID 9975937, compound

HRID 1651404Notes

Reaction equation

HRID 1651404 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:28])=[C:11]([N:15]4[CH2:18][C:17]([CH2:20][NH:21]C(=O)C(F)(F)F)([CH3:19])[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:29])[C:6]([C:30]([OH:32])=[O:31])=[CH:5]2)[CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:28])=[C:11]([N:15]4[CH2:18][C:17]([CH2:20][NH2:21])([CH3:19])[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:29])[C:6]([C:30]([OH:32])=[O:31])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10479316HCID 10479316, compound

Product 1

HCID 9975937HCID 9975937, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.5 g (3.3 mmoles) of 1-cyclopropyl-6,8-difluoro-7-(3-trifluoroacetamidomethyl-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (example 24), 15 ml of 1N sodium hydroxide and 6 ml of ethanol are heated under reflux for 3 hours, and evaporated under vacuum. Acetic acid is added, and the product filtered and washed with water. 0.88 g (74%) of 1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-7-(3-aminomethyl-3-methyl-1-azetidinyl)-3-quinolinecarboxylic acid are obtained, melting at 268°-70° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. customevaporated under vacuum
  3. additionAcetic acid is added
  4. filtrationthe product filtered
  5. washwashed with water

Sources & evidence

ORD record
ord-ea4e79e87234416fab77978f25818ccd
Source dataset
uspto-grants-1990_05
Patent number
US04927926

Reaction notes

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