Methanol → HCID 21075636, compound

HRID 1373779Notes

Reaction equation

HRID 1373779 reaction equation
O[O:2][S:3]([O-:5])=O.[K+].[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[NH:17][C:18]=2[C:19]2[CH:24]=[CH:23][N:22]=[C:21](SC)[N:20]=2)=[CH:10][CH:9]=1.[CH3:33]O>>[F:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:15]=[C:16]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[NH:17][C:18]=2[C:19]2[CH:24]=[CH:23][N:22]=[C:21]([S:3]([CH3:33])(=[O:5])=[O:2])[N:20]=2)=[CH:12][CH:13]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 21075637HCID 21075637, compound2×HCID 23707502Potassium hydroxy sulfite

Product 1

HCID 21075636HCID 21075636, compound

Procedure

An aqueous solution (40 mL) of Oxone (10.4 g) is added dropwise to a stirred ice-cold solution of 4-(4-(4-fluorophenyl)-2-phenyl-1H-imidazol-5-yl)-2-(methylthio)pyrimidine, 75 (2.1 g) in methanol (40 mL). After stirring for 4 h at room temperature, the methanol is evaporated, the solution diluted with saturated aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate. Evaporation of the solvent furnishes the title compound, 76 (2.1 g).

Workup

  1. customthe methanol is evaporated
  2. additionthe solution diluted with saturated aqueous sodium hydrogen carbonate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined organic phases are dried over sodium sulphate
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-ec6d85ea6fbb48ac8e97c7f315f8142d
Source dataset
uspto-grants-2007_01
Patent number
US07163945B2

Reaction notes

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