HCID 68736178, compound → 3-Amino-4-methyl-6-(pyrrolidin-1-yl)pyridine

HRID 1628417Notes

Reaction equation

HRID 1628417 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][N:5]=[C:4]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:3]=1>[Pd].O1CCCC1>[CH3:1][C:2]1[CH:3]=[C:4]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[N:5]=[CH:6][C:7]=1[NH2:8]

Participants

4

Reactant 1

HCID 68736178HCID 68736178, compound

Product 1

HCID 669079633-Amino-4-methyl-6-(pyrrolidin-1-yl)pyridineYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-methyl-5-nitro-2-pyrrolidin-1-ylpyridine (2.08 g, 10.0 mmol) and 10% palladium on carbon (208 mg) in tetrahydrofuran (10 mL) was stirred under hydrogen atmosphere at room temperature for 16 hr. Catalyst was removed by filtration and the filtrate was concentrated in vacuo to give the title compound (1.76 g, 9.89 mmol, 99%) as a purple solid.

Workup

  1. customCatalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-aaba259f9c8e45c58d8abbfff5aed927
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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