Sodium Hydroxide → HCID 178432710, compound

HRID 1487910Notes

Reaction equation

HRID 1487910 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[CH:4][C:3]=1[C:12]1[NH:16][C:15]([CH3:17])=[N:14][C:13]=1[CH3:18].[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:12]1[NH:16][C:15]([CH3:17])=[N:14][C:13]=1[CH3:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178497889HCID 178497889, compound2×

Product 1

HCID 178432710HCID 178432710, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-chloro-3-(2,4-dimethyl-1H-imidazol-5-yl)benzoate (compound 50.3, 270 mg, 1.02 mmol) was dissolved in methanol (20 mL) and aqueous NaOH (2 M, 6 mL) then heated to 50° C. for 16 hrs. The volatile solvents were removed under reduced pressure and the resulting aqueous phase was acidified to pH 5-6 with aqueous HCl (2M). The precipitated solids were filtered, and dried to yield 230 mg (94%) of the title compound as a white solid. m/z (ES−) 249 (M−H)−

Workup

  1. customThe volatile solvents were removed under reduced pressure
  2. filtrationThe precipitated solids were filtered
  3. customdried

Sources & evidence

ORD record
ord-c90b883a02674639bdf7ba0dc4307f29
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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