Hydrochloric Acid → HCID 178442457, compound

HRID 425358Notes

Reaction equation

HRID 425358 reaction equation
Cl.[CH3:2][C:3]([CH3:37])([CH2:35][CH3:36])[CH2:4][C:5]1[N:6]=[C:7]([C:16]([OH:34])([CH3:33])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[S:30]([CH3:32])=[O:31])=[CH:20][CH:19]=2)[N:8](S(N(C)C)(=O)=O)[CH:9]=1>CO>[CH3:2][C:3]([CH3:37])([CH2:35][CH3:36])[CH2:4][C:5]1[N:6]=[C:7]([C:16]([OH:34])([CH3:33])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[S:30]([CH3:32])=[O:31])=[CH:20][CH:19]=2)[NH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66705699HCID 66705699, compound

Product 1

HCID 178442457HCID 178442457, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Hydrogen chloride (4 M in 1,4-dioxane) (2 mL, 8 mmol) was added to a solution of 4-(2,2-dimethylbutyl)-2-{1-hydroxy-1-methyl-2-[2′-(methylsulfinyl)biphenyl-4-yl]ethyl}-N,N-dimethyl-1H-imidazole-1-sulfonamide (274 mg, 0.52 mmol) in methanol (4 mL). After stirring at 70° C. for 1 h, volatiles were removed in vacuo. The residue was partitioned between methanol/ethyl acetate and 10% aqueous sodium hydroxide. The aqueous phase was extracted with ethyl acetate. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-100% acetone/methylene chloride afforded the title compound. (M+H) found: 425.

Workup

  1. customvolatiles were removed in vacuo
  2. customThe residue was partitioned between methanol/ethyl acetate and 10% aqueous sodium hydroxide
  3. extractionThe aqueous phase was extracted with ethyl acetate
  4. dry with materialThe combined organic extracts were dried (magnesium sulfate)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3c66285c19964b3c8b6acfb38ce0a111
Source dataset
uspto-grants-2012_01
Patent number
US08106070B2

Reaction notes

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