HCID 67182739, compound → Methyl 3-[4-(6-methoxypyridin-3-yl)phenyl]propanoate

HRID 84044Notes

Reaction equation

HRID 84044 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([O:19][CH3:20])=[O:18])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1>C(OCC)(=O)C.CO.O1CCCC1.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 67182739HCID 67182739, compound

Product 1

HCID 67182458Methyl 3-[4-(6-methoxypyridin-3-yl)phenyl]propanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19895526THF ethyl acetate methanolSolvent

Procedure

To a solution of compound obtained from step b above (8.1 g) in a mixture of ethyl acetate/methanol/tetrahydrofuran (˜300 mL), 10% Palladium on charcoal (1.6 g) was added and stirred under hydrogen atmosphere at 30 psi in a Paar apparatus for 2.5 hours. The reaction mixture was filtered through a celite pad, washed with ethyl acetate, and the filtrate was concentrated under reduced pressure to obtain the title compound as a white solid which was used as such for the next step.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered through a celite pad
  3. washwashed with ethyl acetate
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b34a7b4c424a4cbdaa91267f398f4282
Source dataset
uspto-grants-2014_09
Patent number
US08846910B2

Reaction notes

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