Potassium Carbonate → HCID 135830901, compound

HRID 2375325Notes

Reaction equation

HRID 2375325 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][C:18]1[NH:23][CH2:22][CH2:21][CH2:20][N: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 17851068HCID 17851068, 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-3,4,5,6-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 solution cooled, was evaporated to remove solvent. 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. temperatureThe solution cooled
  4. customwas evaporated
  5. customto remove solvent
  6. additionThe residue was treated with water
  7. extractionextracted with dichloromethane
  8. customThe extracts were dried
  9. customevaporated

Sources & evidence

ORD record
ord-1f37ff30e959423a901fd42106d3b03e
Source dataset
uspto-grants-2008_12
Patent number
US07465737B2

Reaction notes

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