Water → HCID 135556071, compound

HRID 2375333Notes

Reaction equation

HRID 2375333 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.Br.[CH3:16][C:17]1([CH3:24])[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][C:17]1([CH3:24])[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 17858153HCID 17858153, compound

Product 1

HCID 135556071HCID 135556071, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7.68 g (39.8 mmol) of ethyl 3-(pyridin-4-yl)-3-oxopropionate, 7.9 g (37.9 mmol) of 6,6-dimethyl-1,4,5,6-tetrahydro-pyrimidin-2-ylamine hydrobromide (prepared according to Bull. Soc. Chim. Belg., 1950, 59, 573-587) and 11 g (79.5 mmol) of potassium carbonate in 80 ml of ethanol were 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 3.21 g (33%) of product.

Workup

  1. temperaturewere 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-7a9b5c3542004def8a0389c9d4ced999
Source dataset
uspto-grants-2008_12
Patent number
US07465737B2

Reaction notes

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