Sodium Hydroxide → HCID 57749779, compound

HRID 2266745Notes

Reaction equation

HRID 2266745 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[CH:7]=[C:6]([N:17]2[CH:21]=[CH:20][N:19]=[C:18]2[CH:22]([CH3:24])[CH3:23])[CH:5]=1.[OH-].[Na+]>CO>[CH:22]([C:18]1[N:17]([C:6]2[CH:5]=[C:4]([CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=3)[CH:7]=2)[C:3]([OH:25])=[O:2])[CH:21]=[CH:20][N:19]=1)([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57749789HCID 57749789, compound

Product 1

HCID 57749779HCID 57749779, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(2-Isopropyl-imidazol-1-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester (270 mg, 0.81 mmol was dissolved in 10 mL MeOH, and 3N aqueous NaOH (1 mL) was added. The reaction mixture was stirred at room temperature for three hours, then concentrated under reduced pressure. The residue was acidified to pH 3 and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to give 234 mg of 3-(2-isopropyl-imidazol-1-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8e29fd3efd40457aaa4f53fde65efad8
Source dataset
uspto-grants-2010_12
Patent number
US07858654B2

Reaction notes

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