2-[(5-Nitropyridin-2-yl)oxy]ethan-1-ol → HCID 22061157, compound

HRID 1170747Notes

Reaction equation

HRID 1170747 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][CH2:12][OH:13])=[N:8][CH:9]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][CH2:12][OH:13])=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 5879372-[(5-Nitropyridin-2-yl)oxy]ethan-1-ol

Product 1

HCID 22061157HCID 22061157, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-(5-nitro-pyridin-2-yloxy)-ethanol (1.0 g, 5.4 mmol) in MeOH (30 mL) was added 10 wt % Pd/C (0.1 equiv by wt) under argon atmosphere. The mixture was evacuated and then refilled with hydrogen (3 cycles) and stirred at room temperature for 1 h. The heterogeneous reaction mixture was filtered through a pad of Celite, washed with MeOH and concentrated in vacuo. The crude amino-compound was used in the next step without purification. MS (ES+): m/z 155 (M+H)+.

Workup

  1. customThe mixture was evacuated
  2. additionrefilled with hydrogen (3 cycles)
  3. filtrationThe heterogeneous reaction mixture was filtered through a pad of Celite
  4. washwashed with MeOH
  5. concentrationconcentrated in vacuo
  6. customThe crude amino-compound was used in the next step without purification

Sources & evidence

ORD record
ord-4ba8a1869df940b5a814c077f3253ffc
Source dataset
uspto-grants-2010_11
Patent number
US07825246B2

Reaction notes

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