3-Nitro-5-(trifluoromethyl)pyridin-2-amine → 5-(Trifluoromethyl)pyridine-2,3-diamine

HRID 413253Notes

Reaction equation

HRID 413253 reaction equation
[N+:1]([C:4]1[C:5]([NH2:14])=[N:6][CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)([O-])=O>C(O)C.[Pd]>[F:13][C:10]([F:11])([F:12])[C:8]1[CH:9]=[C:4]([NH2:1])[C:5]([NH2:14])=[N:6][CH:7]=1

Participants

4

Reactant 1

HCID 106083913-Nitro-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 102144255-(Trifluoromethyl)pyridine-2,3-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Add 10% Pd/C (0.5 g) to a solution of 3 nitro-5-(trifluoromethyl) pyridin-2-amine (1.0 g, 4.83 mmol) in ethanol (10 mL). Hydrogenate the mixture at a pressure of 50 psi for 5 hours. Filter the mixture through celite, evaporate to dryness under reduced pressure to obtain 5-trifluoromethyl-pyridine-2,3 diamine.

Workup

  1. filtrationFilter the mixture through celite
  2. customevaporate to dryness under reduced pressure

Sources & evidence

ORD record
ord-88711aa40ed742268c7803cf1c009c98
Source dataset
uspto-grants-2003_05
Patent number
US06566367B2

Reaction notes

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