Hydrochloric Acid → HCID 66939345, compound

HRID 1257432Notes

Reaction equation

HRID 1257432 reaction equation
[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]([O:15]CC)=[O:14])[CH:10]=[N:9]2)=[CH:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1.[OH-].[Na+].Cl>C(O)C>[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]([OH:15])=[O:14])[CH:10]=[N:9]2)=[CH:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:26])([F:25])[F:27])[CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66939685HCID 66939685, compound

Product 1

HCID 66939345HCID 66939345, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound (0.20 g) obtained in Example 126e was dissolved in ethanol (2 mL), and 6N aqueous sodium hydroxide solution (0.83 mL) was added. The reaction mixture was heated under reflux for 2 hr, cooled in an ice bath, adjusted to pH 2 with 6N hydrochloric acid, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over magnesium sulfate, concentrated under reduced pressure, and the residue was washed with ether to give the title compound (0.16 g) as a colorless solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 2 hr
  3. temperaturecooled in an ice bath
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe ethyl acetate layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. washthe residue was washed with ether

Sources & evidence

ORD record
ord-12871337468c4f76a015c1f6271328f7
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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