HCID 58873407, compound → (2-methoxy-6-(trifluoromethyl)pyridin-3-yl)methanamine

HRID 1505222Notes

Reaction equation

HRID 1505222 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]#[N:10])=[CH:7][CH:6]=[C:5]([C:11]([F:14])([F:13])[F:12])[N:4]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=[C:5]([C:11]([F:14])([F:12])[F:13])[N:4]=1

Participants

4

Reactant 1

HCID 58873407HCID 58873407, compound

Product 1

HCID 58873546(2-methoxy-6-(trifluoromethyl)pyridin-3-yl)methanamineYield 79%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The nitrile 28c (0.48 g, 2.33 mmol) was solubilized in MeOH (30 mL) and to the solution was added Pd/C 10% (0.3 g). The mixture was hydrogenated at 70 psi overnight. The reaction mixture was filtered through a celite pad, the filtrate was evaporated at reduce pressure to furnish 29c as yellow oil (0.38 g, 1.84 mmol, 79% Yield) used without further purification.

Workup

  1. customwas hydrogenated at 70 psi overnight
  2. filtrationThe reaction mixture was filtered through a celite pad
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-39c651df21b2420f85846a39c476daaa
Source dataset
uspto-grants-2015_12
Patent number
US09216975B2

Reaction notes

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