6-Cyclopentenyl-pyridine-2-carboxylic acid → 6-Cyclopentyl-pyridine-2-carboxylic acid

HRID 927499Notes

Reaction equation

HRID 927499 reaction equation
[C:1]1([C:6]2[N:11]=[C:10]([C:12]([OH:14])=[O:13])[CH:9]=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3][CH:2]=1.[H][H]>[Pd].C(O)C>[CH:1]1([C:6]2[N:11]=[C:10]([C:12]([OH:14])=[O:13])[CH:9]=[CH:8][CH:7]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 866747586-Cyclopentenyl-pyridine-2-carboxylic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 866747596-Cyclopentyl-pyridine-2-carboxylic acidYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6-cyclopentenyl-pyridine-2-carboxylic acid (0.08 g, 0.42 mmol) and palladium on carbon (10% w/w, 0.04 g, 0.3 mmol) in ethanol (10 mL) was charged with a hydrogen balloon and stirred at room temperature overnight. The reaction mixture was filtered and the filtrate was concentrated to obtain the crude product as white solid (0.08 g, 99%) which was used directly in the next step without further purification; MS (EI): m/e=192.2 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-10c5a009e3a649598b32a33deb7d309f
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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