Ammonium Hydroxide → HCID 22129205, compound

HRID 1740576Notes

Reaction equation

HRID 1740576 reaction equation
S(OOS([O-])(=O)=O)([O-])(=O)=[O:2].[K+].[K+].[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1[N:21]=[CH:22][N:23]([CH:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)[C:24]=1[C:25]1[CH:30]=[CH:29][N:28]=[C:27]([S:31][CH3:32])[N:26]=1.[NH4+].[OH-]>O.CC(O)=O>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1[N:21]=[CH:22][N:23]([CH:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)[C:24]=1[C:25]1[CH:30]=[CH:29][N:28]=[C:27]([S:31]([CH3:32])=[O:2])[N:26]=1

Participants

6

Reactant 3

HCID 14923Ammonium HydroxideHCID 24412Potassium PersulfateHCID 22464147HCID 22464147, compound

Product 1

HCID 22129205HCID 22129205, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Potassium persulfate (3.2 g, 7.0 mmol) in water (75 mL) was added to a solution of 4-(fluorophenyl)-1-(methyl-4-piperidinyl)-5-(2-methylthio-4-pyrimidinyl)imidazole (2.7 g, 7.0 mmol) in glacial AcOH (150 mL). After stirring at ambient temperature for 72 h, the reaction mixture was neutralized by the portion-wise addition of concentrated aqueous NH4OH and extracted with CH2Cl2. The organic extract was washed with brine, dried (MgSO4) and concentrated. The residue was triturated with ethyl ether to afford the title compound as an off-white solid; yield 2.3 g (83%).

Workup

  1. extractionextracted with CH2Cl2
  2. extractionThe organic extract
  3. washwas washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was triturated with ethyl ether

Sources & evidence

ORD record
ord-4878c17d47984c2a8f941894d2e6b630
Source dataset
uspto-grants-1999_10
Patent number
US05969184

Reaction notes

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