Potassium Carbonate → HCID 135830901, compound

HRID 488760Notes

Reaction equation

HRID 488760 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7](=O)[CH2:8][C:9]([O:11]CC)=O)=[CH:3][CH:2]=1.Cl.Cl.[NH2:17][CH:18]1[NH:23][CH2:22][CH:21]=[CH:20][NH:19]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[N:1]1[CH:2]=[CH:3][C:4]([C:7]2[N:17]=[C:18]3[NH:23][CH2:22][CH2:21][CH2:20][N:19]3[C:9](=[O:11])[CH:8]=2)=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2735202Ethyl 3-(4-pyridyl)-3-oxopropionateHCID 22268224HCID 22268224, compound

Product 1

HCID 135830901HCID 135830901, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8.98 g (46.5 mmol) of ethyl 3-(4-pyridyl)-3-oxopropionate and 8.0 g (46.5 mmol) of 2-amino tetrahydropyrimidine dihydrochloride (prepared according to J. Org. Chem. 1955, 20, 829.) and 19.3 g (139.5 mmol) of potassium carbonate in 60 ml of ethanol was heated at reflux temperature during 18 h. The cooled solution was evaporated to removed solvent and the residue was treated with water and extracted with dichloromethane. The extracts were dried and evaporated to give 8.0 g (75%) of product as a white powder. Mp: 219° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature during 18 h
  3. customThe cooled solution was evaporated
  4. customto removed solvent
  5. additionthe residue was treated with water
  6. extractionextracted with dichloromethane
  7. customThe extracts were dried
  8. customevaporated

Sources & evidence

ORD record
ord-5bc4b4bd6f2b46bd98c76c3e6246ba23
Source dataset
uspto-grants-2005_12
Patent number
US06974819B2

Reaction notes

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