Methyl 3-(4-methoxypyridin-2-yl)acrylate → Methyl 3-(4-methoxypyridin-2-yl)propanoate

HRID 722049Notes

Reaction equation

HRID 722049 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH:9]=[CH:10][C:11]([O:13][CH3:14])=[O:12])[CH:4]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH:4]=1

Participants

4

Reactant 1

HCID 68407789Methyl 3-(4-methoxypyridin-2-yl)acrylate2×

Product 1

HCID 21882722Methyl 3-(4-methoxypyridin-2-yl)propanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

43.1 g of methyl 3-(4-methoxypyridin-2-yl)acrylate (starting material A3) in 600 ml of methanol are hydrogenated over 3.0 g of 10% strength Pd/C until the starting material has disappeared (TLC). The catalyst is filtered off, and the mixture is then concentrated and dried under high vacuum. This gives 41.95 g of the title compound as a light-yellow oil. The mass spectrum shows the molecular peak MH+ at 196 Da.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe mixture is then concentrated
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-11c1e80cd1e649fdbc85b0521e1365c9
Source dataset
uspto-grants-2006_11
Patent number
US07138399B2

Reaction notes

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