Hydrochloric Acid → HCID 20083112, compound

HRID 1656776Notes

Reaction equation

HRID 1656776 reaction equation
C(O[C:6]([N:8]([N:10]1[C:19]2[C:14](=[C:15]([F:23])[C:16]([F:22])=[C:17]([F:21])[C:18]=2[F:20])[C:13](=[O:24])[C:12]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:11]1)C)=O)(C)(C)C.Cl>C(OCC)(=O)C.O1CCOCC1>[CH3:6][NH:8][N:10]1[C:19]2[C:14](=[C:15]([F:23])[C:16]([F:22])=[C:17]([F:21])[C:18]=2[F:20])[C:13](=[O:24])[C:12]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:11]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20083118HCID 20083118, compound

Product 1

HCID 20083112HCID 20083112, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

4.2 g of the compound (193) obtained above was dissolved in 30 ml of ethyl acetate, and while cooling with ice, 40 ml of 4N hydrochloric acid solution in dioxane was added to the solution. The solution was stirred overnight at room temperature, and the solvent was removed by distillation. The residue was dissolved in 100 ml of chloroform, and 50 ml of aqueous 10% sodium carbonate solution was added to the solution. The solution was stirred for 30 minutes at room temperature. The organic layer was separated and after drying over magnesium sulfate, the solvent was removed by distillation. Crystals were dispersed in ether and filtered to obtain 2.9 g of the subject compound (194) in a 91% yield.

Workup

  1. additionwas added to the solution
  2. customthe solvent was removed by distillation
  3. dissolutionThe residue was dissolved in 100 ml of chloroform
  4. addition50 ml of aqueous 10% sodium carbonate solution was added to the solution
  5. stirringThe solution was stirred for 30 minutes at room temperature
  6. customThe organic layer was separated
  7. dry with materialafter drying over magnesium sulfate
  8. customthe solvent was removed by distillation
  9. additionCrystals were dispersed in ether
  10. filtrationfiltered

Sources & evidence

ORD record
ord-bb776f77cd404771a9d9383fb545163a
Source dataset
uspto-grants-1993_10
Patent number
US05254685

Reaction notes

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