(3-Methylpyridin-4-yl)methanamine → 1-[5-Methyl-2-(3-methyl-4-pyridinyl)-1H-imidazol-4-yl]ethanone
Reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][NH2:9].[CH3:10][C:11](=[O:18])[C:12](=[N:16]O)[C:13](=O)[CH3:14]>C(#N)C>[CH3:14][C:13]1[NH:9][C:8]([C:7]2[CH:6]=[CH:5][N:4]=[CH:3][C:2]=2[CH3:1])=[N:16][C:12]=1[C:11](=[O:18])[CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
A mixture consisting of 7.1 g (0.058 mole) of 3-methyl-4-pyridylmethylamine, 6.25 g (0.051 mole) of 2,3,4-pentanetrione 3-oxime, and 125 ml of acetonitrile was stirred at the reflux temperature for five hours. After cooling at -10° C., a precipitate formed. This was collected, washed with a little cold acetonitrile, and dried. Recrystallization from a mixture of chloroform and hexane gave 4.5 g of the desired product, mp 185°-187° C.
Workup
- customa precipitate formed
- customThis was collected
- washwashed with a little cold acetonitrile
- customdried
- customRecrystallization
- additionfrom a mixture of chloroform and hexane
Sources & evidence
- ORD record
- ord-a13ef6c8be294949a5d20e9a4c964900
- Source dataset
- uspto-grants-1985_02
- Patent number
- US04499097
Reaction notes
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