2-(6-Benzyloxy-pyridin-3-yloxy)-2-methyl-propionic acid ethyl ester → 2-(6-Hydroxy-pyridin-3-yloxy)-2-methyl-propionic acid ethyl ester

HRID 417095Notes

Reaction equation

HRID 417095 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[C:5]([O:8][C:9]1[CH:10]=[N:11][C:12]([O:15]CC2C=CC=CC=2)=[CH:13][CH:14]=1)([CH3:7])[CH3:6])[CH3:2]>C(O)C>[CH2:1]([O:3][C:4](=[O:23])[C:5]([O:8][C:9]1[CH:10]=[N:11][C:12]([OH:15])=[CH:13][CH:14]=1)([CH3:7])[CH3:6])[CH3:2]

Participants

3

Reactant 1

HCID 666194512-(6-Benzyloxy-pyridin-3-yloxy)-2-methyl-propionic acid ethyl ester

Product 1

HCID 1784717072-(6-Hydroxy-pyridin-3-yloxy)-2-methyl-propionic acid ethyl esterYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.29 g (0.92 mmol) 2-(6-benzyloxy-pyridin-3-yloxy)-2-methyl-propionic acid ethyl ester in 3 mL ethanol 29 mg 10% palladium on charcoal was added. The suspension was hydrogenated at 1.5 bar for 0.75 h. The catalyst was filtered off over Dicalite Speed Plus, washed with ethanol and the filtrate evaporated to dryness to give the desired compound as a light brown solid (94%). MS (Turbo Spray): m/z=226.1 [M+H].

Workup

  1. filtrationThe catalyst was filtered off over Dicalite Speed Plus
  2. washwashed with ethanol
  3. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-18912e0923d6483685f79c7efa3c0afd
Source dataset
uspto-grants-2012_01
Patent number
US08088930B2

Reaction notes

Loading…