Hydrochloric Acid → HCID 178440012, compound

HRID 1523282Notes

Reaction equation

HRID 1523282 reaction equation
CC(S([NH:7][C:8]1([CH:12]([C:15]2[NH:16][CH:17]=[C:18]([C:20]3[CH:25]=[CH:24][C:23]([O:26][C:27]([F:30])([F:29])[F:28])=[CH:22][CH:21]=3)[N:19]=2)[CH2:13][CH3:14])[CH2:11][O:10][CH2:9]1)=O)(C)C.Cl.C(=O)([O-])O.[Na+]>CO.O1CCOCC1>[F:30][C:27]([F:28])([F:29])[O:26][C:23]1[CH:24]=[CH:25][C:20]([C:18]2[N:19]=[C:15]([CH:12]([C:8]3([NH2:7])[CH2:9][O:10][CH2:11]3)[CH2:13][CH3:14])[NH:16][CH:17]=2)=[CH:21][CH:22]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium Bicarbonate2×HCID 178440013HCID 178440013, compound

Product 1

HCID 178440012HCID 178440012, compoundYield 45%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-methyl-N-[3-(1-{4-[4-(trifluoromethoxy)phenyl]-1H-imidazol-2-yl}-propyl)oxetan-3-yl]propane-2-sulfinamide (Preparation 10, 0.450 g, 1.01 mmol) in methanol (5 mL) at 0° C. was added 4M hydrogen chloride in 1,4-dioxane (1 mL) and the reaction left to stir for 4 hours. Solid sodium hydrogen carbonate was added to the reaction, followed by a saturated aqueous solution of sodium hydrogen carbonate. The mixture was extracted with dichloromethane. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the title compound (0.154 g, 45% yield).

Workup

  1. waitthe reaction left
  2. extractionThe mixture was extracted with dichloromethane
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-92faaa97288a487ab610dc5419d8a7eb
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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