5-Butyl-6-chloro-4-methoxypyridine-2-carboxylic acid → HCID 21490900, compound

HRID 1973895Notes

Reaction equation

HRID 1973895 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH2:9][CH2:10][CH2:11][CH3:12])=[C:7]([Cl:13])[N:6]=[C:5]([C:14]([OH:16])=[O:15])[CH:4]=1.[H][H]>CO.[Pd]>[ClH:13].[C:14]([C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:8]([CH2:9][CH2:10][CH2:11][CH3:12])=[CH:7][N:6]=1)([OH:16])=[O:15]

Participants

5

Reactant 2

HCID 214908985-Butyl-6-chloro-4-methoxypyridine-2-carboxylic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 21490900HCID 21490900, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

24.3 g (0.1 mol) of 4methoxy-5-n-butyl-6-chloro-2-picolinic acid dissolved in 250 ml of methanol are hydrogenated in the presence of 2.5 g of 5% strength palladium on charcoal. After the calculated amount of hydrogen has been taken up, the catalyst is filtered off and the filtrate is evaporated to dryness. It is freed of the moisture which still adheres, by means of toluene. The white crystals are digested in ether and filtered off. 2-Carboxy-4-methoxy-5-n-butyl-pyridine hydrochloride of the formula ##STR12## and of melting point 176° is thus obtained.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated to dryness
  3. filtrationfiltered off

Sources & evidence

ORD record
ord-d5d4cbdbcdcf481c853547cfe1068a51
Source dataset
uspto-grants-1976_12
Patent number
US03998955

Reaction notes

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