Methyl iodide → HCID 69415765, compound

HRID 1351309Notes

Reaction equation

HRID 1351309 reaction equation
[C:1]([O:5][C:6](=[O:29])[NH:7][C:8]1[S:9][C:10]([Br:28])=[CH:11][C:12]=1[S:13](=[O:27])(=[O:26])[N:14]([CH2:16][CH:17]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)[OH:18])[CH3:15])([CH3:4])([CH3:3])[CH3:2].[C:30](=O)([O-])[O-].[K+].[K+].CI.C(OCC)(=O)C>CN(C)C=O>[C:1]([O:5][C:6](=[O:29])[N:7]([C:8]1[S:9][C:10]([Br:28])=[CH:11][C:12]=1[S:13](=[O:26])(=[O:27])[N:14]([CH2:16][CH:17]([C:19]1[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=1)[OH:18])[CH3:15])[CH3:30])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 69414610HCID 69414610, compound

Product 1

HCID 69415765HCID 69415765, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of (5-bromo-3-{[2-(4-fluorophenyl)-2-hydroxy-ethyl]-methyl-sulfamoyl}-thiophene-2-yl)-carbamic acid t-butyl ester (the compound of Preparation Example 97) (1 g) and potassium carbonate (278 mg) in N,N-dimethylformamide was added methyl iodide (0.75 mL). After stirred for 2 hours, ethyl acetate was added, and insoluble matter was removed by filtration. The residue resulting form evaporating the filtrate in vacuo was purified by silica gel column chromatography (hexane/ethyl acetate), and a colorless oily matter (958 mg) was obtained.

Workup

  1. custominsoluble matter was removed by filtration
  2. customThe residue resulting form
  3. customevaporating the filtrate in vacuo
  4. customwas purified by silica gel column chromatography (hexane/ethyl acetate)
  5. customa colorless oily matter (958 mg) was obtained

Sources & evidence

ORD record
ord-3c95c65c41a04ff28cdcb30c110e207c
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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