Water → HCID 178499524, compound

HRID 2068486Notes

Reaction equation

HRID 2068486 reaction equation
O.[NH2:2][NH2:3].O=[C:5]([CH3:20])[CH:6]([C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)=O)[CH2:7][C:8]([O:10][CH3:11])=[O:9].O>C(O)C>[CH3:11][O:10][C:8](=[O:9])[CH2:7][C:6]1[C:5]([CH3:20])=[N:2][NH:3][C:12]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 67005342Methyl 4-oxo-3-(pyridin-2-ylcarbonyl)pentanoate

Product 1

HCID 178499524HCID 178499524, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.170 g (23 mmol) of hydrazine hydrate were added to a solution of 5 g (21 mmol) of methyl 4-oxo-3-(pyridin-2-ylcarbonyl)pentanoate in ethanol (50 ml). The mixture was heated at reflux for 7 hours, added to water and extracted with ethyl acetate. The combined organic phases were dried with magnesium sulfate, filtrered and concentrated. This gave 2.290 g of product (41.9% of theory).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 7 hours
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined organic phases were dried with magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-737ccd0aee6e489da43cd6a6f7f61b86
Source dataset
uspto-grants-2012_10
Patent number
US08298994B2

Reaction notes

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