2,2-Difluoro-2-(2-pyridyl)ethylazide → 2,2-Difluoro-2-pyridin-2-ylethaneamine

HRID 2053353Notes

Reaction equation

HRID 2053353 reaction equation
[N:1]([CH2:4][C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)([F:7])[F:6])=[N+]=[N-]>C(OCC)(=O)C.[Pd]>[F:7][C:5]([F:6])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[CH2:4][NH2:1]

Participants

4

Reactant 1

HCID 118054052,2-Difluoro-2-(2-pyridyl)ethylazide

Product 1

HCID 99641672,2-Difluoro-2-pyridin-2-ylethaneamineYield 98.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To the solution of 2-(2-azido-1,1-difluoro-ethyl)-pyridine (example 59c, 1 g, 5.4 mmol) in ethyl acetate (50 mL) was added 10% palladium on carbon (0.5 g). The reaction was carried out under H2 in a balloon at room temperature for 2 h. after removal of catalyst, the solvent was concentrated to afford 2,2-difluoro-2-pyridin-2-yl-ethylamine (0.84 g, 98%) as a light yellow oil. LC-MS m/e 158 (MH+).

Workup

  1. customafter removal of catalyst
  2. concentrationthe solvent was concentrated

Sources & evidence

ORD record
ord-b19ce3874ddc43b19d46551c4826c7ba
Source dataset
uspto-grants-2008_02
Patent number
US07326786B2

Reaction notes

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