Hydrochloric Acid → HCID 23117753, compound

HRID 1724716Notes

Reaction equation

HRID 1724716 reaction equation
[CH:1]1([NH:7][C:8]2[CH:17]=[C:16]3[C:11]([C:12](=[O:32])[C:13]([C:23]([NH:25][CH2:26][C:27]([O:29]CC)=[O:28])=[O:24])=[CH:14][N:15]3[CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[CH:10][C:9]=2[F:33])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].O.Cl>CCO>[CH:1]1([NH:7][C:8]2[CH:17]=[C:16]3[C:11]([C:12](=[O:32])[C:13]([C:23]([NH:25][CH2:26][C:27]([OH:29])=[O:28])=[O:24])=[CH:14][N:15]3[CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[CH:10][C:9]=2[F:33])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 90957809HCID 90957809, compound

Product 1

HCID 23117753HCID 23117753, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

300 mg of the compound of Example 1 was suspended in 5.0 ml of EtOH, to which 0.8 ml of aqueous 1M NaOH was added under ice cooling, for stirring at ambient temperature for 25 hours. Water was added to the reaction mixture, which was neutralized with aqueous 1M HCl. The resulting solid was filtered and washed with EtOH, to obtain 263 mg of ({[7-(cyclohexylamino)-1-cyclopentyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-yl]carbonyl}amino)acetic acid.

Workup

  1. additionwas added under ice cooling
  2. filtrationThe resulting solid was filtered
  3. washwashed with EtOH

Sources & evidence

ORD record
ord-17f993c43ddc433ea09e48eab301f99a
Source dataset
uspto-grants-2009_02
Patent number
US07488739B2

Reaction notes

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