Sodium Hydroxide → HCID 178493595, compound

HRID 1297617Notes

Reaction equation

HRID 1297617 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[O:15][CH3:16])=[CH:12][C:11](/[CH:17]=[C:18]1/[C:19](=[O:33])[N:20]=[C:21]([NH:23][C@@H:24]3[CH2:26][C@H:25]3[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[S:22]/1)=[CH:10][CH:9]=2)=[O:4].[OH-].[Na+]>CO>[CH3:16][O:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11](/[CH:17]=[C:18]3/[C:19](=[O:33])[N:20]=[C:21]([NH:23][C@@H:24]4[CH2:26][C@H:25]4[C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[S:22]/3)[CH:12]=2)[N:7]=[CH:6][C:5]=1[C:3]([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178498733HCID 178498733, compound

Product 1

HCID 178493595HCID 178493595, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the suspension of 4-methoxy-6-[4-oxo-2-((1R,2S)-2-phenyl-cyclopropylamino)-4H-thiazol-(5Z)-ylidenemethyl]-quinoline-3-carboxylic acid methyl ester (example 1) (50 mg, 0.11 mmol) in methanol (2 mL) was added 1 N aqueous sodium hydroxide solution (0.5 mL, 0.5 mmol). After stirring for 12 hours, the crude product was purified by HPLC (reverse C18, 10%-90% acetonitrile in water in 10 min) to afford 4-methoxy-6-[4-oxo-2-((1R,2S)-2-phenyl-cyclopropylamino)-4H-thiazol-(5Z)-ylidenemethyl]-quinoline-3-carboxylic acid. LC-MS m/e 446 (MH+).

Workup

  1. customthe crude product was purified by HPLC (reverse C18, 10%-90% acetonitrile in water in 10 min)

Sources & evidence

ORD record
ord-e2ad5bd723e64f7dbd3024db0babc93b
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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