Sulfuric Acid → HCID 67330692, compound

HRID 1677049Notes

Reaction equation

HRID 1677049 reaction equation
S(=O)(=O)(O)O.O=[C:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH:8]1[C:20]1[C:21](=[O:26])[NH:22][CH:23]=[CH:24][CH:25]=1>C(#N)C.C(=O)([O-])[O-].[K+].[K+]>[NH:22]1[CH:23]=[CH:24][CH:25]=[C:20]2[C:8]3[CH2:9][NH:10][CH2:11][CH2:12][C:7]=3[O:26][CH:21]12

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 57541275HCID 57541275, compound

Product 1

HCID 67330692HCID 67330692, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 11430Potassium CarbonateSolvent

Procedure

Concentrated Sulfuric acid (1.0 mL, 18.8 mmol) was added to tert-butyl 4-oxo-3-(2-oxo-1,2-dihydropyridin-3-yl)piperidine-1-carboxylate (350 mg, 1.20 mmol). The resulting thick solution was stirred at room temperature overnight. The reaction was heated at 60° C. until reaction complete by LCMS. The reaction was diluted with 90% Acetonitrile 10% Water and solid potassium carbonate was added cautiously to neutral pH (Effervescence), the slurry was filtered and the filtrate evaporated, the resulting residue was used without further purification.

Workup

  1. temperatureThe reaction was heated at 60° C. until reaction complete by LCMS
  2. additionwas added cautiously to neutral pH (Effervescence)
  3. filtrationthe slurry was filtered
  4. customthe filtrate evaporated
  5. customthe resulting residue was used without further purification

Sources & evidence

ORD record
ord-44c3cae7c33c4a8dbdaf57a88c9e8abd
Source dataset
uspto-grants-2011_08
Patent number
US08008279B2

Reaction notes

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