Sodium Hydroxide → {5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanol

HRID 8407

Reaction equation

HRID 8407 reaction equation
C([O:4][CH2:5][C:6]1[N:7]([CH2:23][C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)[C:8]([S:14][C:15]2[CH:20]=[C:19]([Cl:21])[CH:18]=[C:17]([Cl:22])[CH:16]=2)=[C:9]([CH:11]([CH3:13])[CH3:12])[N:10]=1)(=O)C.[OH-].[Na+]>C(O)C>[OH:4][CH2:5][C:6]1[N:7]([CH2:23][C:24]2[CH:25]=[CH:26][N:27]=[CH:28][CH:29]=2)[C:8]([S:14][C:15]2[CH:16]=[C:17]([Cl:22])[CH:18]=[C:19]([Cl:21])[CH:20]=2)=[C:9]([CH:11]([CH3:13])[CH3:12])[N:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9846572HCID 9846572, compound

Product 1

HCID 9844329{5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanolYield 98.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of the compound (11) (0.35 g, 0.77 mmol) obtained in Example 7 in ethanol (3.5 ml) was added 1N aqueous sodium hydroxide (0.82 ml) under ice-cooling. The reaction mixture was stirred for 30 minutes, concentrated under reduced pressure and extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure to yield the objective (12) (0.31 g). Yield 96.9%.

Workup

  1. temperaturecooling
  2. concentrationconcentrated under reduced pressure
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ba5fc1f5031f4ccfbaf80778181116c0
Source dataset
uspto-grants-2006_08
Patent number
US07087764B2

Linked notes

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