Ethanol → 2-(4-Bromophenyl)imidazo[1,2-a]pyridine

HRID 1511507Notes

Reaction equation

HRID 1511507 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[Br:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](=O)[CH2:14]Br)=[CH:11][CH:10]=1.C(=O)([O-])O.[Na+].C(O)C>O>[Br:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]2[N:1]=[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][N:3]3[CH:14]=2)=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 74544-Bromophenacyl bromideHCID 104392-AminopyridineHCID 516892Sodium Bicarbonate

Product 1

HCID 6234162-(4-Bromophenyl)imidazo[1,2-a]pyridineYield 76.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

1.0 g (11 mmol) of 2-aminopyridine, 3.0 g (11 mmol) of 4-bromophenacyl bromide, and 1.9 g (14 mmol) of sodium hydrogen carbonate were put in a 50 mL three-neck flask, and the air in the flask was replaced with nitrogen. This mixture was added with 10 mL of ethanol, and then heated and stirred at 80° C. for six hours. After the stirring, the mixture was added with water and subjected to suction filtration to give a solid. The obtained solid was washed with water and methanol in this order, whereby 2.3 g of the target white solid was obtained in a yield of 76%.

Workup

  1. temperatureheated
  2. filtrationsubjected to suction filtration
  3. customto give a solid
  4. washThe obtained solid was washed with water and methanol in this order

Sources & evidence

ORD record
ord-d6e6f589174648329753407187f6d786
Source dataset
uspto-grants-2012_07
Patent number
US08216696B2

Reaction notes

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