Sodium Hydroxide → HCID 75288719, compound

HRID 383659Notes

Reaction equation

HRID 383659 reaction equation
[O:1]=[C:2]1[NH:6][C:5](=[O:7])[C:4](=[CH:8][C:9]2[CH:10]=[N:11][N:12]3[CH:17]=[CH:16][C:15]([C:18]4[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=4)[C:21]([O:23]C)=[O:22])=[N:14][C:13]=23)[S:3]1.[OH-].[Na+]>CCO>[O:1]=[C:2]1[NH:6][C:5](=[O:7])[C:4](=[CH:8][C:9]2[CH:10]=[N:11][N:12]3[CH:17]=[CH:16][C:15]([C:18]4[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=4)[C:21]([OH:23])=[O:22])=[N:14][C:13]=23)[S:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 75288718HCID 75288718, compound

Product 1

HCID 75288719HCID 75288719, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To methyl 3-(3-((2,4-dioxothiazolidin-5-ylidene)methyl)pyrazolo[1,5-a]pyrimidin-5-yl)benzoate (25 mg, 0.066 mmol) in EtOH was added 1 mL of 6M NaOH. The mixture was stirred at room temperature overnight. Solvent was removed under reduced pressure. Water was added and the mixture was neutralized with 1M HCl. The resulting solid was isolated by filtration and air dried to yield 3-(3-((2,4-dioxothiazolidin-5-ylidene)methyl)pyrazolo[1,5-a]pyrimidin-5-yl)benzoic acid. LCMS (M+1=367)

Workup

  1. customSolvent was removed under reduced pressure
  2. additionWater was added
  3. customThe resulting solid was isolated by filtration and air
  4. customdried

Sources & evidence

ORD record
ord-b64388735bf74dec97717377f1ff74ba
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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