Acetonitrile--water (1/1) → HCID 58878046, compound

HRID 2053081Notes

Reaction equation

HRID 2053081 reaction equation
CS[C:3]1[N:8]=[C:7]([NH:9][CH2:10][CH2:11][OH:12])[CH:6]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[N:4]=1.[C:23](#N)C.O.O[O:28][S:29]([O-:31])=O.[K+]>C(OCC)(=O)C>[CH3:23][S:29]([C:3]1[N:8]=[C:7]([NH:9][CH2:10][CH2:11][OH:12])[CH:6]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:20])[F:21])[CH:14]=2)[N:4]=1)(=[O:31])=[O:28]

Participants

5

Reactant 3

HCID 18373917Acetonitrile--water (1/1)HCID 23707502Potassium hydroxy sulfiteHCID 58878056HCID 58878056, compound

Product 1

HCID 58878046HCID 58878046, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirring suspension of 2-[2-methylsulfanyl-6-(3-trifluoromethyl-phenyl)-pyrimidin-4-yl-amino]-ethanol (450 mg) in a 10:1 acetonitrile/water mixture (11 ml) was added oxone (1.93 g). The resulting suspension was stirred at room temperature for 4.5 hrs. After diluting with ethyl acetate (100 ml), washed with water (100 ml), brine (50 ml), dried over MgSO4 and concentrated in vacuo to give the title compound as a yellow gum (493 mg).

Workup

  1. washwashed with water (100 ml), brine (50 ml)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ebb4c72308ff47c6a64fbdccd8b859e5
Source dataset
uspto-grants-2008_02
Patent number
US07326715B2

Reaction notes

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