HCID 22672031, compound → HCID 22672000, compound

HRID 1006543Notes

Reaction equation

HRID 1006543 reaction equation
[CH3:1][C:2]([CH3:29])([OH:28])[CH2:3][N:4]([S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][C:6]=1[O:15]COC>C1COCC1.Cl.C(OCC)(=O)C>[CH3:1][C:2]([CH3:29])([OH:28])[CH2:3][N:4]([S:19]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)(=[O:20])=[O:21])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:12])[F:13])=[CH:7][C:6]=1[OH:15]

Participants

5

Reactant 1

HCID 22672031HCID 22672031, compound

Product 1

HCID 22672000HCID 22672000, compoundYield 85.2%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1,1-dimethyl-2-[N-(2-methoxymethoxy-4-trifluoromethylphenyl)-phenylsulfonylamino]ethanol (380 mg; prepared in Reference Example 22.) in THF (4.0 ml), 6N HCl (0.8 ml) was added. The mixture was stirred for 2 days at room temperature. The reaction mixture was diluted with ethyl acetate, washed, dried over and concentrated under the reduced pressure. The residue was purified on silica gel column chromatography (hexane:AcOEt=2:1) to give the title compound (291 mg) having the following physical data.

Workup

  1. washwashed
  2. customdried over and
  3. concentrationconcentrated under the reduced pressure
  4. customThe residue was purified on silica gel column chromatography (hexane:AcOEt=2:1)

Sources & evidence

ORD record
ord-1cb3f5d5c0a1413186d3e2597bbf9ebb
Source dataset
uspto-grants-2004_09
Patent number
US06790866B2

Reaction notes

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