Methanol → HCID 12109651, compound

HRID 1838861Notes

Reaction equation

HRID 1838861 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9](=[O:21])[NH:10][NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15](SC)[N:14]=2)=[CH:4][CH:3]=1.[CH3:22]O.O[O:25][S:26]([O-:28])=O.[K+].S([O-])(O[O-])(=O)=O.[K+].[K+]>C1COCC1.O.C([O-])(O)=O.[Na+]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9](=[O:21])[NH:10][NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([S:26]([CH3:22])(=[O:28])=[O:25])[N:14]=2)=[CH:4][CH:3]=1

Participants

8

Reactant 4

HCID 887MethanolHCID 10313463Potassium peroxymonosulphateHCID 23449912HCID 23449912, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 12109651HCID 12109651, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 516892Sodium BicarbonateSolvent

Procedure

To a solution of 4-(4-fluorophenyl)-5-(2-methylsulfanylpyrimidin-4-yl)-1,2-dihydro-pyrazol-3-one, 4, (3.0 g, 10 mmol) in THF:methanol (100 mL of a 1:1 mixture) is added dropwise a solution of Oxone® (potassium peroxymonosulfate) (24.6 g, 40 mmol) in water (100 mL). The reaction is stirred 1 hour at room temperature, diluted with aqueous NaHCO3 and extract three times with ethyl acetate. The organic layers are combined, dried, and concentrated in vacuo to afford the crude desired product which is used without further purification.

Workup

  1. extractionextract three times with ethyl acetate
  2. customdried
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-82ca4198e5b548f58ee882803bf2df6c
Source dataset
uspto-grants-2004_01
Patent number
US06677337B2

Reaction notes

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