HCID 66787555, compound → HCID 66277354, compound

HRID 2381162Notes

Reaction equation

HRID 2381162 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][CH:11]([CH3:16])[C:12]([F:15])([F:14])[F:13])=[N:8][CH:9]=1)([O-])=O>CO.[Pd]>[F:15][C:12]([F:13])([F:14])[CH:11]([CH3:16])[O:10][C:7]1[N:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 66787555HCID 66787555, compound

Product 1

HCID 66277354HCID 66277354, compoundYield 98.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(rac)-5-Nitro-2-(2,2,2-trifluoro-1-methyl-ethoxy)-pyridine (2.23 g) in methanol (30 ml) was hydrogenated over Pd/C (10%, 500 mg) at RT and at atmospheric pressure for 12 h. The catalyst was filtered off and the solvent removed in vacuo to give the desired (rac)-6-(2,2,2-trifluoro-1-methyl-ethoxy)-pyridin-3-ylamine (1.91 g) as a brown oil. MS (ESI): 270.0 (MH+).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-3ff93c8bdae644d992ebe476570e89a8
Source dataset
uspto-grants-2012_09
Patent number
US08258158B2

Reaction notes

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