HCID 68644597, compound → HCID 58636831, compound

HRID 1158987Notes

Reaction equation

HRID 1158987 reaction equation
C(O[CH2:5][C:6]1[C:11]([CH2:12][OH:13])=[C:10]([CH:14]2[CH2:16][CH2:15]2)[N:9]=[C:8]([CH3:17])[C:7]=1[O:18][C:19](=[O:21])[CH3:20])(O)=O>CO.O.[Pd]>[OH:13][CH2:12][C:11]1[C:6]([CH3:5])=[C:7]([O:18][C:19](=[O:21])[CH3:20])[C:8]([CH3:17])=[N:9][C:10]=1[CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 1

HCID 68644597HCID 68644597, compound

Product 1

HCID 58636831HCID 58636831, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

The acetic acid 4-carboxyoxymethyl-6-cyclopropyl-5-hydroxymethyl-2-methyl-pyridin-3-yl ester (175) (10.6 g, 35.9 mmol) in methyl alcohol:water (1:1, 100 mL) was hydrogenated in the presence of 10% palladium on carbon (3.8 g) at room temperature for overnight. The product was filtered through a celite pad and evaporated to give acetic acid 5-hydroxymethyl-2,4-dimethyl-6-propyl-pyridin-3-yl ester (176) (7.2 g, 89% yield).

Workup

  1. filtrationThe product was filtered through a celite pad
  2. customevaporated

Sources & evidence

ORD record
ord-e84d7818788c44d6b26ea7cb6bec37b8
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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