Acetic Acid → HCID 3021979, compound

HRID 255650Notes

Reaction equation

HRID 255650 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:19]([CH:20]=[CH:21][C:22]3[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=3)=[CH:18][C:17](=[O:28])[C:12]([C:13]([O:15]C)=[O:14])=[CH:11]2)=[CH:6][CH:5]=1.C(O)(=O)C>C(O)C>[F:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[C:19]([CH:20]=[CH:21][C:22]3[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=3)=[CH:18][C:17](=[O:28])[C:12]([C:13]([OH:15])=[O:14])=[CH:11]2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 54473243HCID 54473243, compound

Product 1

HCID 3021979HCID 3021979, compoundYield 82.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a mixture of 9 ml of ethanol and 9 ml of a 10% by weight aqueous sodium hydroxide solution was suspended 0.45 g of methyl 1-(4-fluorophenyl)-6-[2-(pyridin-3-yl)ethenyl]-4-oxo-1,4-dihydronicotinate and the suspension was subjected to reaction at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was adjusted to a pH of 6.0 with acetic acid, and the precipitated crystals were collected by filtration and dried to obtain 0.357 g of 1-(4-fluorophenyl)-6-[2-(pyridin-3-yl)ethenyl]-4-oxo-1,4-dihydronicotinic acid having a melting point of 250° C. or more.

Workup

  1. customthe suspension was subjected to reaction at room temperature for 30 minutes
  2. customAfter completion of the reaction
  3. filtrationthe precipitated crystals were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-7a9b4e86d0fb44239a7c6dd0c8b98f80
Source dataset
uspto-grants-1987_10
Patent number
US04698352

Reaction notes

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