Hydrochloric Acid → HCID 18629453, compound

HRID 1060898Notes

Reaction equation

HRID 1060898 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:17]2[N:18]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[CH:19]=[N:20][CH:21]=2)=[N:10]S(CC(C)C)=O)=[CH:5][C:4]=1[F:29])#[N:2].[ClH:30].[CH3:31]O>O1CCOCC1>[ClH:30].[ClH:30].[NH2:10][C:9]([C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([F:29])[CH:5]=1)([C:17]1[N:18]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[CH:19]=[N:20][CH:21]=1)[CH3:31]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 86758855HCID 86758855, compound

Product 1

HCID 18629453HCID 18629453, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-[(4-Cyano-3-fluoro-phenyl)-(3-(4-fluorophenyl)-3H-imidazol-4-yl)-methylene]-2-methylpropanesulfinamide (2.217 g, 5.17 mmol) was dissolved in MeOH (20 mL) and 4M HCl in dioxane (10 mL) with stirring at ambient temperature. After 1 h the reaction mixture was concentrated in vacuo, made basic with NaHCO3 solution, extracted with CH2Cl2 (3×20 mL), the organics combined, dried (Na2SO4), filtered, and concentrated to give the title compound as a mixture of enantiomers.

Workup

  1. concentrationAfter 1 h the reaction mixture was concentrated in vacuo
  2. extractionextracted with CH2Cl2 (3×20 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-06a1cf1aa0e349a493a608d009eb2ea5
Source dataset
uspto-grants-2003_02
Patent number
US06525074B2

Reaction notes

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