HCID 23110960, compound → HCID 23110956, compound

HRID 2373685Notes

Reaction equation

HRID 2373685 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[C:11]([N+:12]([O-])=O)=[C:10]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])[CH:9]=[C:8]([CH3:21])[N:7]=1.[H][H]>O1CCOCC1.CO.[Ni]>[NH2:12][C:11]1[C:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])=[N:7][C:8]([CH3:21])=[CH:9][C:10]=1[O:15][CH2:16][C:17]([F:18])([F:19])[F:20]

Participants

6

Reactant 2

HCID 23110960HCID 23110960, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23110956HCID 23110956, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

2-[(2-Methoxyethyl)oxy]-6-methyl-3-nitro-4-[(2,2,2-trifluoroethyl)oxy]pyridine (1.65 g, 5.32 mmol) was dissolved in a mixed solvent of dioxane (30 mL)-methanol (30 mL). Raney nickel (ethanol suspension, 3 mL) was added to the solution. In a hydrogen atmosphere, the mixture was stirred at room temperature for 26 hours. The reaction mixture was subjected to filtration, and the filtrate was concentrated under reduced pressure, to thereby yield 3-amino-2-[(2-methoxyethyl)oxy]-6-methyl-4-[(2,2,2-trifluoroethyl)oxy]pyridine as a pale yellow oil (1.49 g, 99%).

Workup

  1. filtrationThe reaction mixture was subjected to filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7ee87bc5ab5e4f2f984af21918641619
Source dataset
uspto-grants-2008_12
Patent number
US07459552B2

Reaction notes

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