Water → HCID 135797779, compound

HRID 2375331Notes

Reaction equation

HRID 2375331 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.[CH3:16][CH:17]1[NH:22][C:21]([NH2:23])=[N:20][CH2:19][CH2:18]1.C(=O)([O-])[O-].[K+].[K+].O>C(O)C>[CH3:16][CH:17]1[CH2:18][CH2:19][N:20]2[C:9](=[O:11])[CH:8]=[C:7]([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 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2735202Ethyl 3-(4-pyridyl)-3-oxopropionateHCID 23132630591210-96-7

Product 1

HCID 135797779HCID 135797779, compoundYield 51.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6 g (31.0 mmol) of ethyl 3-(pyridin-4-yl)-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. Mp.: 245-247° C.

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-efffe14034d0460fa940e67e208b04e4
Source dataset
uspto-grants-2008_12
Patent number
US07465737B2

Reaction notes

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