Sodium Hydroxide → HCID 68952640, compound

HRID 1453885Notes

Reaction equation

HRID 1453885 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:12][NH:13][C:14]([C:16]2[C:32]([OH:33])=[C:19]3[C:20](=[O:31])[N:21]([CH3:30])[CH2:22][C@H:23]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[N:18]3[N:17]=2)=[O:15])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:12][NH:13][C:14]([C:16]2[C:32]([OH:33])=[C:19]3[C:20](=[O:31])[N:21]([CH3:30])[CH2:22][C@H:23]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[N:18]3[N:17]=2)=[O:15])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68951430HCID 68951430, compound

Product 1

HCID 68952640HCID 68952640, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of methyl 5-fluoro-2-[({[(7S)-3-hydroxy-5-methyl-4-oxo-7-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl]carbonyl}amino)methyl]benzoate (48 mg, 0.106 mmol) in MeOH (1 mL) was added aqueous 1N NaOH (233 μL, 0.233 mmol). The reaction was stirred at 45° C. overnight. Purification by reverse phase chromatography on a C-18 column using a gradient elution of 95-5% H2O (0.1% TFA)/CH3CN (0.1% TFA) and collection and concentration of the appropriate fractions afforded the title product. ES MS (M+1)=439.

Workup

  1. customPurification by reverse phase chromatography on a C-18 column
  2. washa gradient elution of 95-5% H2O (0.1% TFA)/CH3CN (0.1% TFA) and collection and concentration of the appropriate fractions

Sources & evidence

ORD record
ord-81c60e7b0e0741439f118ce7337cf9c4
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

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