3-Azido-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol → 3-Amino-3-[6-(trifluoromethyl)pyridin-3-yl]propan-1-ol

HRID 241861Notes

Reaction equation

HRID 241861 reaction equation
[N:1]([CH:4]([C:8]1[CH:9]=[N:10][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:12][CH:13]=1)[CH2:5][CH2:6][OH:7])=[N+]=[N-]>[Pd].C(OCC)(=O)C>[NH2:1][CH:4]([C:8]1[CH:9]=[N:10][C:11]([C:14]([F:17])([F:15])[F:16])=[CH:12][CH:13]=1)[CH2:5][CH2:6][OH:7]

Participants

4

Reactant 1

HCID 581035943-Azido-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol

Product 1

HCID 581035883-Amino-3-[6-(trifluoromethyl)pyridin-3-yl]propan-1-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3-azido-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol (7.29 g, 29.6 mmol), ethyl acetate (320 mL), and 10% Pd—C (3.2 g) was stirred under H2 (1 atm) overnight. The catalyst was filtered off and the filtrate was concentrated to give the title product.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-bd6fde32d96c41d9830bd28fe0346a2a
Source dataset
uspto-grants-2014_02
Patent number
US08653091B2

Reaction notes

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