2-Aminopyridine → Imidazo(1,2-a)pyridine, 2-(p-nitrophenyl)-

HRID 1914809Notes

Reaction equation

HRID 1914809 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=O.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1>C(#N)C>[N+:11]([C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:14]=[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]3[CH:2]=2)=[CH:6][CH:7]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 668402-Bromo-4'-nitroacetophenone

Product 1

HCID 201134Imidazo(1,2-a)pyridine, 2-(p-nitrophenyl)-

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.00 g (20.49 mmol) 2-Bromo-1-(4-nitrophenyl)-ethanone and 3.86 g (40.98 mmol) 2-aminopyridine are heated to reflux in 50 mL acetonitrile for 3 hours. The mixture is allowed to cool to RT. The solvent is evaporated. The residue is suspended in ethanol and alkalinized with ammonia solution. The precipitate is filtered off, washed with diethyl ether and dried.

Workup

  1. customThe solvent is evaporated
  2. filtrationThe precipitate is filtered off
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-53bace6a537c4d3da23d5da1fa6c44dc
Source dataset
uspto-grants-2013_12
Patent number
US08614238B2

Reaction notes

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