Potassium Hydroxide → 2-Amino-4-methyl-6-(2-phenylethyl)pyridine

HRID 1740987Notes

Reaction equation

HRID 1740987 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]=[C:4]([N:16]2C(C)=CC=C2C)[CH:3]=1.Cl.NO.[OH-].[K+]>C(O)C.O>[NH2:16][C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 218344294-Methyl-2-(2,5-dimethylpyrrol-1-yl)-6-(2-phenylethyl)pyridine

Product 1

HCID 99207692-Amino-4-methyl-6-(2-phenylethyl)pyridine

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

By analogy to Example 56, Step B, 4-methyl-2-(2,5-dimethylpyrrol-1-yl)-6-(2-phenylethyl)pyridine 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-(2-phenylethyl)pyridine as a colorless oil.

Sources & evidence

ORD record
ord-e4a03b5712e04e35898eadd280eebc6a
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Reaction notes

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