Sodium Hydroxide → HCID 10784740, compound

HRID 465999Notes

Reaction equation

HRID 465999 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][N:7]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]([C:14]2[C:15]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:16][N:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=23)=[N:8]1)=[O:4].[OH-].[Na+]>CO>[C:3]([CH2:5][CH2:6][N:7]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]([C:14]2[C:15]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)=[N:16][N:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=23)=[N:8]1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10499639HCID 10499639, compound

Product 1

HCID 10784740HCID 10784740, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-[2-(2-methoxycarbonylethyl)-3-oxo-2,3-dihydropyridazin-6-yl]2-phenylpyrazolo[1,5-a]pyridine (1.94 g) and 24% aqueous sodium hydroxide (2 ml) in methanol (8 ml) was refluxed for 30 minutes and then evaporated in vacuo. The residue was dissolved in water (30 ml) and the aqueous solution was acidified with hydrochloric acid, and extracted with chloroform (25 ml). The extract was dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from a mixture of ethanol and n-hexane to give 3-[2-(2-carboxyethyl)-3-oxo-2,3-dihydropyridazin-6-yl]-2-phenylpyrazolo[1,5-a]pyridine (1.24 g).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. customevaporated in vacuo
  3. dissolutionThe residue was dissolved in water (30 ml)
  4. extractionextracted with chloroform (25 ml)
  5. dry with materialThe extract was dried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was recrystallized from a mixture of ethanol and n-hexane

Sources & evidence

ORD record
ord-54fde29a86514ac498f2f2650588e336
Source dataset
uspto-grants-1992_10
Patent number
US05155114

Reaction notes

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