Ethanol → HCID 86698187, compound

HRID 623941Notes

Reaction equation

HRID 623941 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9]C(C(F)(F)F)=[CH:11][N:12]=2)=[CH:4][N:3]=1.[OH-:17].[Na+].[CH2:19]([OH:21])[CH3:20]>>[Br:1][C:2]1[N:3]=[CH:4][C:5]([C:8]2[NH:9][C:20]([C:19]([OH:17])=[O:21])=[CH:11][N:12]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 86698184HCID 86698184, compound

Product 1

HCID 86698187HCID 86698187, compound

Conditions

Temperature
70 °C

Procedure

In ethanol (10 mL) was dissolved 2-bromo-5-[5-(trifluoromethyl)-1H-imidazol-2-yl]-pyridine (500 mg), 2N aqueous sodium hydroxide solution was added to the solution, and the mixture was stirred at 70° C. overnight. The reaction mixture was concentrated under reduced pressure, and 1N aqueous citric acid solution was added thereto. The precipitated solid substance was collected by filtration, washed with water, and then, with ether, and dried to obtain 2-(6-bromopyridin-3-yl)-1H-imidazol-5-carboxylic acid (722 mg).

Workup

  1. additionwas added to the solution
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and 1N aqueous citric acid solution
  3. additionwas added
  4. filtrationThe precipitated solid substance was collected by filtration
  5. washwashed with water
  6. dry with materialwith ether, and dried

Sources & evidence

ORD record
ord-43b95079f3894279ae00847b7fa200f8
Source dataset
uspto-grants-2016_04
Patent number
US09302996B2

Reaction notes

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