Pyrazolo(1,5-a)pyridine-2-carboxylic acid → 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyridine-2-carboxylic acid

HRID 2390546Notes

Reaction equation

HRID 2390546 reaction equation
[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]2=[CH:3][C:2]=1[C:10]([OH:12])=[O:11]>CO.[Rh]>[N:1]1[N:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]2=[CH:3][C:2]=1[C:10]([OH:12])=[O:11]

Participants

4

Reactant 1

HCID 7127820Pyrazolo(1,5-a)pyridine-2-carboxylic acid

Product 1

HCID 219414604,5,6,7-Tetrahydropyrazolo[1,5-a]pyridine-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 887MethanolSolvent

Procedure

A solution of pyrazolo[1,5-a]pyridine-2-carboxylic acid (1 g, 6.17 mmol) in methanol (100 mL) was hydrogenated at 3½ bar over 5% rhodium on carbon (100 mg) overnight. The mixture was filtered through Celite and the pad was washed with methanol. The filtrates were evaporated to give the sub-title compound as a cream powder. Yield: 0.953 g

Workup

  1. filtrationThe mixture was filtered through Celite
  2. washthe pad was washed with methanol
  3. customThe filtrates were evaporated

Sources & evidence

ORD record
ord-4a5abd52f2674f9e8429ad49c4f510f7
Source dataset
uspto-grants-2012_09
Patent number
US08273774B2

Reaction notes

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