Water → 4-Benzyloxy-2-methanesulfonyl-6-(3-trifluoromethyl-phenyl)-pyrimidine

HRID 2053093Notes

Reaction equation

HRID 2053093 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[N:12]=[C:11](SC)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:27]([O-:32])(O[O-])(=O)=[O:28].[K+].[K+].O.[C:36](#N)C>C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:22])[F:23])[CH:16]=2)[N:12]=[C:11]([S:27]([CH3:36])(=[O:32])=[O:28])[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6342AcetonitrileHCID 10313463Potassium peroxymonosulphateHCID 68823165HCID 68823165, compound

Product 1

HCID 688230264-Benzyloxy-2-methanesulfonyl-6-(3-trifluoromethyl-phenyl)-pyrimidine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-Benzyloxy-2-methylsulfanyl-6-(3-trifluoromethyl-phenyl)-pyrimidine (100 mg) and potassium peroxymonosulfate (490 mg) were stirred at room temperature in acetonitrile (2 ml) and water (200 μl) for 20 hours. The reaction mixture was diluted with ethyl acetate (40 ml) and washed with water (40 ml). Organics were separated, dried over sodium sulphate, and solvent evaporated under reduced pressure to yield product 4-benzyloxy-2-methanesulfonyl-6-(3-trifluoromethyl-phenyl)-pyrimidine (93 mg). 1H NMR (CDCl3): δ 8.28 (s, 1H), 8.25 (d, 1H), 7.80 (d, 1H), 7.68 (t, 1H), 7.48 (d, 2H), 7.41 (m, 3H), 7.32 (s, 1H), 5.59 (s, 2H), 3.40 (s, 3H).

Workup

  1. washwashed with water (40 ml)
  2. customOrganics were separated
  3. dry with materialdried over sodium sulphate, and solvent
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-b0dbfdb2af4848fcb18118bcfc6e96bf
Source dataset
uspto-grants-2008_02
Patent number
US07326715B2

Reaction notes

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