Ethanol → HCID 135797779, compound

HRID 1767056Notes

Reaction equation

HRID 1767056 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1C(=O)CC(OCC)=O.Cl.[CH3:16][CH:17]1[NH:22][C:21]([NH2:23])=[N:20][CH2:19][CH2:18]1.[C:24](=[O:27])([O-])[O-].[K+].[K+].O.[CH2:31](O)[CH3:32]>>[CH3:16][CH:17]1[CH2:18][CH2:19][N:20]2[C:24](=[O:27])[CH:31]=[C:32]([C:4]3[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=3)[N:23]=[C:21]2[NH:22]1

Participants

6

Reactant 5

HCID 702EthanolHCID 962WaterHCID 11430Potassium CarbonateHCID 2736461Ethyl 3-oxo-3-(pyridin-2-yl)propanoateHCID 23132630591210-96-7

Product 1

HCID 135797779HCID 135797779, compoundYield 51%

Procedure

A mixture of 6 g (31.0 mmol) of ethyl 3-(pyridinyl)-3-oxopropionate, 4.6 g (31.0 mmol) of 6-methyl-1,4,5,6-tetrahydro-pyrimidin-2-ylamine hydrochloride (prepared according to J. Org. Chem., 20, 1955, 829–838) and 6.44 g (46.0 mmol) of potassium carbonate in 50 ml of ethanol was heated at reflux temperature during 18 h. The reaction mixture was cooled and the solvent removed by evaporation. The residue obtained was treated with water and the precipitate recovered by filtration to give 3.85 g (51%) of product.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature during 18 h
  3. temperatureThe reaction mixture was cooled
  4. customthe solvent removed by evaporation
  5. customThe residue obtained
  6. filtrationthe precipitate recovered by filtration

Sources & evidence

ORD record
ord-a41d090ec0304791ab7dc9e9edae495b
Source dataset
uspto-grants-2007_06
Patent number
US07232827B2

Reaction notes

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