Propanoic acid, 2-methyl-3-oxo-, methyl ester → 2-(5-Chloro-2-thienyl)-5-methyl-4-pyrimidone

HRID 581810Notes

Reaction equation

HRID 581810 reaction equation
Cl.[Cl:2][C:3]1[S:7][C:6]([C:8]([NH2:10])=[NH:9])=[CH:5][CH:4]=1.[CH:11]([CH:13]([CH3:18])[C:14](OC)=O)=[O:12].C[O-].[K+]>CO>[Cl:2][C:3]1[S:7][C:6]([C:8]2[NH:10][C:11](=[O:12])[C:13]([CH3:18])=[CH:14][N:9]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 103507Propanoic acid, 2-methyl-3-oxo-, methyl esterHCID 23664618Potassium methoxideHCID 457919985-Chlorothiophene-2-carboximidamide hydrochlorideHCID 178502595HCID 178502595, compound

Product 1

HCID 539936152-(5-Chloro-2-thienyl)-5-methyl-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.0 g 5-Chlorothiophene-2-carboxamidine hydrochloride and 1.7 g methyl 2-formylpropionate are added to a 25% solution of potassium methoxide in methanol containing 6.2 g of KOMe. The mixture is stirred for 6 days, then the methanol is evaporated and the residue dissolved in water. Upon addition of hydrochloric acid the product precipitates as a white solid (m.p.>250° C.).

Workup

  1. customthe methanol is evaporated
  2. dissolutionthe residue dissolved in water
  3. additionUpon addition of hydrochloric acid the product
  4. customprecipitates as a white solid (m.p.>250° C.)

Sources & evidence

ORD record
ord-1c8f54c99225432192506cbab37f503a
Source dataset
uspto-grants-1999_07
Patent number
US05922726

Reaction notes

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