Hydrochloric Acid → HCID 25183367, compound

HRID 1925726Notes

Reaction equation

HRID 1925726 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:16]3[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:17]=3[S:18][C:19]=2[C:20]([O:22]C)=[O:21])(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>C(#N)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH:14][C:15]2[C:16]3[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:17]=3[S:18][C:19]=2[C:20]([OH:22])=[O:21])(=[O:13])=[O:12])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59180389HCID 59180389, compound

Product 1

HCID 25183367HCID 25183367, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 91 (176 mg; 0.42 mmol) in acetonitrile (2 mL) was added aqueous sodium hydroxide (0.83 mL; 2N). The resulting mixture was stirred overnight at room temperature. The reaction mixture was acidified with aqueous hydrochloric acid (2N) and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, decanted, and concentrated under reduced pressure. The desired product was obtained as fine needles from dichloromethane and hexanes as a greenish-yellow solid (137 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customdecanted
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3e15702b99ec4932809b374727cb68a6
Source dataset
uspto-grants-2012_05
Patent number
US08178699B2

Reaction notes

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