2-Pyridinemethanamine → 1-[5-Methyl-2-(2-pyridinyl)-1H-imidazol-4-yl]ethanone

HRID 615324Notes

Reaction equation

HRID 615324 reaction equation
[CH3:1][C:2](=[O:9])[C:3](=[N:7]O)[C:4](=O)[CH3:5].[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][NH2:17]>C(#N)C>[CH3:5][C:4]1[NH:17][C:16]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][N:10]=2)=[N:7][C:3]=1[C:2](=[O:9])[CH3:1]

Participants

4

Reactant 2

HCID 195092-PyridinemethanamineHCID 178468373HCID 178468373, compound

Product 1

HCID 133879371-[5-Methyl-2-(2-pyridinyl)-1H-imidazol-4-yl]ethanoneYield 35.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
-10 °C

Procedure

A mixture of 6.5 g (0.05 mole) of 2,3,4-pentanetrione 3-oxime and 6.0 g (0.055 mole) of 2-pyridylmethylamine in 125 ml of acetonitrile was stirred and refluxed as described in Example 1. Cooling at -10° C. gave a precipitate which was recrystallized from acetonitrile to give 3.6 g of the product of the Example as a yellow solid, mp 145°-147° C.

Workup

  1. temperaturerefluxed
  2. customgave a precipitate which
  3. customwas recrystallized from acetonitrile

Sources & evidence

ORD record
ord-8d739f2410ae4390bc383cf955364d5c
Source dataset
uspto-grants-1985_02
Patent number
US04499097

Reaction notes

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