Potassium Hydroxide → HCID 15147486, compound

HRID 255710Notes

Reaction equation

HRID 255710 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[C:3]=1[C:20]([O:22]CC)=[O:21].[OH-].[K+]>C(O)C>[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[C:3]=1[C:20]([OH:22])=[O:21]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 15147484HCID 15147484, compound

Product 1

HCID 15147486HCID 15147486, compoundYield 89.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 6-methyl-2-phenyl-4-(4-pyridyl)-5-pyrimidinecarboxylate (15 g) and aqueous potassium hydroxide (3.48 g, in 30 ml H2O) in ethanol (150 ml) was refluxed for 4.5 hours. After evaporating the solvent, the residue was dissolved in a suspension of water (150 ml) and chloroform (150 ml) under stirring. The separated aqueous layer was adjusted to pH 5.5 with 10% aqueous hydrochloride. The resulting precipitate was collected by filtration, washed with water and dried in vacuo to give 6-methyl-2-phenyl-4-(4-pyridyl)-5-pyrimidinecarboxylic acid (12.3 g).

Workup

  1. customAfter evaporating the solvent
  2. dissolutionthe residue was dissolved in a suspension of water (150 ml) and chloroform (150 ml)
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-2702675068974928abe7242d7f03a53e
Source dataset
uspto-grants-1987_10
Patent number
US04698340

Reaction notes

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