2-Chloro-5-nitro-3-(trifluoromethyl)pyridine → 5-(Trifluoromethyl)pyridin-3-amine

HRID 45062Notes

Reaction equation

HRID 45062 reaction equation
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([N+:12]([O-])=O)=[CH:4][N:3]=1.[H][H]>[Pd].CO>[F:11][C:8]([F:9])([F:10])[C:7]1[CH:6]=[C:5]([NH2:12])[CH:4]=[N:3][CH:2]=1

Participants

5

Reactant 2

HCID 38491402-Chloro-5-nitro-3-(trifluoromethyl)pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 140519365-(Trifluoromethyl)pyridin-3-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-chloro-5-nitro-3-trifluoromethyl-pyridine (30 mg, 0.13 mmol), 10% Pd/C (3 mg, 10% w/w), and MeOH (5 mL) is stirred under 1 atm of hydrogen for 3 h. The mixture is then filtered over Celite® and concentrated in vacuo to give the title compound as an oil. MS (ESI) m/z 162.9 (M+1).

Workup

  1. filtrationThe mixture is then filtered over Celite®
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3b6178c4a1d045a29eced0ae97e978c8
Source dataset
uspto-grants-2013_09
Patent number
US08541432B2

Reaction notes

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