Hydrochloric Acid → HCID 15458202, compound

HRID 377289Notes

Reaction equation

HRID 377289 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:15]4[CH:16]=[C:17]5[C:21](=[C:22]([F:24])[CH:23]=4)[CH2:20][N:19]([S:25]([C:28]4[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=4)(=[O:27])=[O:26])[CH2:18]5)[C:12]=3[CH3:14])[C:7](=[O:35])[C:6]([C:36]([O:38]CC)=[O:37])=[CH:5]2)[CH2:3][CH2:2]1.[OH-].[Na+].O1CCOCC1.Cl>C(O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:15]4[CH:16]=[C:17]5[C:21](=[C:22]([F:24])[CH:23]=4)[CH2:20][N:19]([S:25]([C:28]4[CH:29]=[CH:30][C:31]([CH3:34])=[CH:32][CH:33]=4)(=[O:27])=[O:26])[CH2:18]5)[C:12]=3[CH3:14])[C:7](=[O:35])[C:6]([C:36]([OH:38])=[O:37])=[CH:5]2)[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 15458200HCID 15458200, compound

Product 1

HCID 15458202HCID 15458202, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 3.3 ml of ethanol was suspended 0.33 g of ethyl 1-cyclopropyl-7-[7-fluoro-2-(p-toluenesulfonyl)-isoindolin-5-yl)-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate, followed by adding thereto 3.3 ml of a 1N aqueous sodium hydroxide solution and 3.3 ml of dioxane, and the resulting mixture was stirred at 40° C. for 30 minutes. To the reaction mixture was added 3.3 ml of 1N hydrochloric acid and the crystals were collected by filtration to obtain 0.31 g of colorless 1-cyclopropyl-7-[7-fluoro-2-(p-toluenesulfonyl)isoindolin-5-yl]-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid.

Workup

  1. additionby adding
  2. filtrationthe crystals were collected by filtration

Sources & evidence

ORD record
ord-e6557abcb47c4f249e54b03639992381
Source dataset
uspto-grants-2000_02
Patent number
US06025370

Reaction notes

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