Ethyl Acetate → Methyl 3-(6-methoxypyridin-5-yl)propionate

HRID 963311Notes

Reaction equation

HRID 963311 reaction equation
CO[C:3]1[N:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]([O:13][CH3:14])=[O:12])=[CH:5][CH:4]=1.[H][H].[C:17](OCC)(=[O:19])C>[Pd]>[CH3:17][O:19][C:7]1[N:8]=[CH:3][CH:4]=[CH:5][C:6]=1[CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 53929170Methyl beta-(2-methoxypyridin-5-yl)acrylateHCID 178418361HCID 178418361, compound

Product 1

HCID 19082060Methyl 3-(6-methoxypyridin-5-yl)propionateYield 90%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A suspension of methyl β-(6-methoxypyridin-3-yl)acrylate (3 g, 15.5 mmol) and 1 g of 5% Pd/C in 100 ml of ethyl acetate was hydrogenated under hydrogen (50 psi). After hydrogen uptake had ceased the mixture was filtered through solka floc, the filtrate was concentrated in vacuo to afford 2.7 g (90%) of methyl 3-(6-methoxypyridin-5-yl)propionate.

Workup

  1. filtrationwas filtered through solka floc
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-c35f6398837e4ffeb5c670e9f6bf781e
Source dataset
uspto-grants-1998_06
Patent number
US05763461

Reaction notes

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