Ethyl 3-(1,2-dihydro-1-methyl-2-oxo-4-pyridinyl)-2-propenoate → HCID 20267138, compound

HRID 1719534Notes

Reaction equation

HRID 1719534 reaction equation
[CH3:1][N:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][C:3]1=[O:15]>C(O)C.[Pd]>[CH3:1][N:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][C:3]1=[O:15]

Participants

4

Reactant 1

HCID 53764784Ethyl 3-(1,2-dihydro-1-methyl-2-oxo-4-pyridinyl)-2-propenoate

Product 1

HCID 20267138HCID 20267138, compoundYield 101.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl β-(N-methyl-2-oxo-4-pyridyl)acrylate (26.28 g) in ethanol (170 ml) was hydrogenated over 5% palladium on charcoal (0.25 g) at 350 KPa (50 psi), with gentle warming, until theoretical uptake had been exceeded. The reaction mixture was filtered through diatomaceous earth and evaporated under reduced pressure to give ethyl β-(N-methyl-2-oxo-4-pyridyl)propionate as an oil (27.03 g) which was sufficiently pure for the next stage of the reaction sequence.

Workup

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-79ab2380dc7e44c6a3eb17f0a73872e8
Source dataset
uspto-grants-1985_09
Patent number
US04540699

Reaction notes

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