HCID 18953550, compound → 4-(1-Pyrrolidinyl)-3-pyridinamine

HRID 1491640Notes

Reaction equation

HRID 1491640 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][N:9]=[CH:8][C:7]=2[N+:12]([O-])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>O1CCOCC1.[C].[Pd]>[NH2:12][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][C:6]=1[N:1]1[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 18953550HCID 18953550, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 189535394-(1-Pyrrolidinyl)-3-pyridinamineYield 90.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

4-pyrrolidine-1-yl-3-nitropyridine (2.10 g, 10.9 mmol) was dissolved in 40 ml of 1,4-dioxane. After the atmosphere was replaced with nitrogen, 0.42 g of 10% palladium-carbon was added thereto. After the atmosphere was replaced with hydrogen, hydrogen addition was conducted with stirring at room temperature for about 15 hours. Palladium-carbon was removed by filtration and the filtered cake was washed with 1,4-dioxane. The filtrate and the washings were combined and then concentrated to obtain 1.61 g of a brown liquid (yield: 90.7%).

Workup

  1. additionwas added
  2. customPalladium-carbon was removed by filtration
  3. washthe filtered cake was washed with 1,4-dioxane
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2e368c41cc6b46a5b6f740f103b7a660
Source dataset
uspto-grants-1994_12
Patent number
US05371086

Reaction notes

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