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

HRID 657744Notes

Reaction equation

HRID 657744 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 in vacuo to yield the title product.

Workup

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

Sources & evidence

ORD record
ord-03d56437c0604084be8359c3fd78050f
Source dataset
uspto-grants-2011_12
Patent number
US08076345B2

Reaction notes

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