Sodium Hydroxide → HCID 57803386, compound

HRID 2367046Notes

Reaction equation

HRID 2367046 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[CH:13]=[C:12]([C:14]([O:16]C)=[O:15])[N:11]=[CH:10]2)[CH:4]=1.[OH-].[Na+]>CO.O>[F:19][C:2]([F:1])([F:18])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[CH:13]=[C:12]([C:14]([OH:16])=[O:15])[N:11]=[CH:10]2)[CH:4]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 69003789HCID 69003789, compound

Product 1

HCID 57803386HCID 57803386, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 1-[4-(trifluoromethyl)pyridin-2-yl]-1H-imidazole-4-carboxylate (120 mg, 0.44 mmol) in methanol (2.5 mL) was added a 5 M solution of sodium hydroxide in water (2.5 mL) and the mixture was stirred at room temperature for 1 h. After removal of methanol under vacuum, the resulting solution was acidified with concentrated HCl (pH=5) and concentrated. The residue was taken up in acetone and insolubles were filtered off. The filtrate was evaporated to give the title compound (120 mg). MS (M+H) 258.2.

Workup

  1. customAfter removal of methanol under vacuum
  2. concentrationconcentrated
  3. filtrationinsolubles were filtered off
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-7432c51b73ed41ea8a33fb457e4f6d1f
Source dataset
uspto-grants-2014_04
Patent number
US08697870B2

Reaction notes

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