HCID 59555384, compound → HCID 59555400, compound

HRID 1668531Notes

Reaction equation

HRID 1668531 reaction equation
[OH:1][CH2:2][C:3]1[N:8]=[C:7](/[CH:9]=[CH:10]/[C:11]([O:13][CH3:14])=[O:12])[CH:6]=[CH:5][CH:4]=1.[H][H]>CC(O)C.[C].[Pd]>[OH:1][CH2:2][C:3]1[N:8]=[C:7]([CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 59555384HCID 59555384, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59555400HCID 59555400, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 3776IsopropanolSolvent

Procedure

The above compound was also prepared as follows: To a solution of 50.02 g of methyl 3-(6-hydroxymethylpyridin-2-yl)-trans-acrylate in IPA 502 mL, was added 2.51 g of 5% palladium-carbon (containing 50% water) under argon atmosphere, the reaction mixture was stirred under 1-4 atom hydrogen atmosphere at 50° C. for 2.5 hours. After cooling, the catalyst was filtrated off and the solvent was removed off under reduced pressure from the reaction mixture, which gave 50 g of methyl 3-(6-hydroxymethylpyridin-2-yl)propionate as a brown oil.

Workup

  1. customThe above compound was also prepared
  2. temperatureAfter cooling
  3. filtrationthe catalyst was filtrated off
  4. customthe solvent was removed off under reduced pressure from the reaction mixture, which

Sources & evidence

ORD record
ord-2d908e5f4bb749e89265c7d99b26746e
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

Loading…