Water → 2-(Benzofuran-3-yl)-6-bromoimidazo[1,2-a]pyridine

HRID 2196449

Reaction equation

HRID 2196449 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.C(=O)([O-])O.[Na+].O.[O:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[C:17]([C:24](=O)[CH2:25]Br)=[CH:16]1>C(O)CC>[O:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[C:17]([C:24]2[N:8]=[C:5]3[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]3[CH:25]=2)=[CH:16]1

Participants

6

Reactant 4

HCID 962WaterHCID 706222-Amino-5-bromopyridineHCID 516892Sodium BicarbonateHCID 27765801-(Benzofuran-3-yl)-2-bromoethanone

Product 1

HCID 686400892-(Benzofuran-3-yl)-6-bromoimidazo[1,2-a]pyridineYield 76.3%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Conditions

Temperature
80 °C

Procedure

In a glass tube, 250 mg of 1-(benzofuran-3-yl)-2-bromoethanone, 181 mg of 5-bromopyridin-2-ylamine and 105 mg of sodium hydrogencarbonate are dissolved in 15 ml of n-propanol. The tube is closed and heated at 80° C. for 20 h. After cooling, 20 ml of water are added and the reaction mixture is stirred for 1 hour at ambient temperature. A precipitate forms, and is recovered by filtration, washed with water and then with diisopropyl ether, and dried in a desiccator under reduced pressure. 250 mg of compound are obtained.

Workup

  1. customThe tube is closed
  2. temperatureAfter cooling
  3. filtrationA precipitate forms, and is recovered by filtration
  4. washwashed with water
  5. dry with materialwith diisopropyl ether, and dried in a desiccator under reduced pressure

Sources & evidence

ORD record
ord-d9ba4379f2634dfd9d2d565c0af60c07
Source dataset
uspto-grants-2012_12
Patent number
US08338451B2

Linked notes

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