3-(1-Benzyl-1H-1,2,3-triazol-4-yl)propanoic acid → HCID 178525362, compound

HRID 540384Notes

Reaction equation

HRID 540384 reaction equation
C([N:8]1[CH:12]=[C:11]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[N:10]=[N:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[NH:8]1[CH:12]=[C:11]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[N:10]=[N:9]1

Participants

5

Reactant 2

HCID 247519593-(1-Benzyl-1H-1,2,3-triazol-4-yl)propanoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 178525362HCID 178525362, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

39 mg of palladium-on-charcoal at 10% are added to a solution containing 390 mg (1.7 mmol) of 3-(1-benzyl-1H[1,2,3]triazol-4-yl)propanoic acid in 3 ml of methanol. The reaction mixture is placed under 10 bar of hydrogen pressure and stirred at 60° C. for 16 hours. After filtration through celite, the solvents are evaporated off and the residue is purified by silica gel chromatography (eluent 95/5 dichloro-methane/methanol). 159.8 mg of 3-(1H[1,2,3]triazol-4-yl)propanoic acid are obtained in the form of a white powder with a yield of 67%.

Workup

  1. filtrationAfter filtration through celite
  2. customthe solvents are evaporated off
  3. customthe residue is purified by silica gel chromatography (eluent 95/5 dichloro-methane/methanol)

Sources & evidence

ORD record
ord-a83c3de4790542fdabc54705a81b2f89
Source dataset
uspto-grants-2014_10
Patent number
US08871187B2

Reaction notes

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