Potassium Hydroxide → 4-Methyl-6-propylpyridin-2-amine

HRID 1740977Notes

Reaction equation

HRID 1740977 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][CH3:10])[N:5]=[C:4]([N:11]2C(C)=CC=C2C)[CH:3]=1.Cl.NO.[OH-].[K+]>C(O)C.O>[NH2:11][C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH2:8][CH2:9][CH3:10])[N:5]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 218344104-Methyl-2-(2,5-dimethylpyrrol-1-yl)-6-propylpyridine

Product 1

HCID 98555244-Methyl-6-propylpyridin-2-amine

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

By analogy to Example 56, Step B, 4-methyl-2-(2,5-dimethylpyrrol-1-yl)-6-propylpyridine was treated with 4,6 equivalents of hydroxylamine hydrochloride and 2.8 equivalents of potassium hydroxide in refluxing ethanol/water to yield 2-amino-4-methyl-6-propylpyridine.

Sources & evidence

ORD record
ord-e6591390328143dab56065cc72a13ef9
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Reaction notes

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