Sodium Hydroxide → HCID 24753031, compound

HRID 561145Notes

Reaction equation

HRID 561145 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10]([NH:13][CH2:14][CH2:15][NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[C:9]([F:23])=[C:8]2[C:3]=1[C:4](=[O:32])[CH:5]=[C:6]([C:27]([O:29]CC)=[O:28])[N:7]2[CH:24]1[CH2:26][CH2:25]1.[OH-].[Na+]>CCO>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([NH:13][CH2:14][CH2:15][NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[C:9]([F:23])=[C:8]2[C:3]=1[C:4](=[O:32])[CH:5]=[C:6]([C:27]([OH:29])=[O:28])[N:7]2[CH:24]1[CH2:25][CH2:26]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59002962HCID 59002962, compound

Product 1

HCID 24753031HCID 24753031, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 5-amino-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-2-carboxylate (317 mg, 0.715 mmol) and 1M aq. NaOH (1.4 mL) in EtOH (7 mL) was stirred at room temperature for over night. The solvent was removed and the residue was dissolved in water. The solution was acidified to pH 7 with 2M HCl and the resulting precipitate was removed by filtration, washed with CH3CN, and dried to yield 5-amino-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-2-carboxylic acid (246 mg, 83%) as a yellow solid.

Workup

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in water
  3. customthe resulting precipitate was removed by filtration
  4. washwashed with CH3CN
  5. customdried

Sources & evidence

ORD record
ord-d2e6c4bc7bba4942a5394bee69b1ccfa
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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