2-Amino-4-methylpyridine → HCID 54521931, compound

HRID 728104Notes

Reaction equation

HRID 728104 reaction equation
Br[CH2:2][C:3](=O)[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1.[NH2:16][C:17]1[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][N:18]=1>C(#N)C>[N+:12]([C:9]1[CH:10]=[CH:11][C:6]([CH:5]=[CH:4][C:3]2[N:16]=[C:17]3[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][N:18]3[CH:2]=2)=[CH:7][CH:8]=1)([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 15332-Amino-4-methylpyridineHCID 54548024HCID 54548024, compound

Product 1

HCID 54521931HCID 54521931, compoundYield 55.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-bromo-1-(4-nitrophenyl)but-1-en-3-one (5.7 g) and 2-amino-4-methylpyridine (6.8 g) in acetonitrile (50 ml) was stirred under reflux for 1.5 hours. The precipitate was collected by filtration and washed with acetonitrile to give 2-[2-(4-nitrophenyl)vinyl]-7-methylimidazo[1,2-a]pyridine (3.29 g).

Workup

  1. temperatureunder reflux for 1.5 hours
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with acetonitrile

Sources & evidence

ORD record
ord-6d4fe4b3fc914b31b236a0cd4220a866
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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