Pyridine → HCID 88393073, compound

HRID 1608520Notes

Reaction equation

HRID 1608520 reaction equation
C([CH:3]([NH:8][C:9](=[O:19])[C@H:10]([CH2:15][CH:16]([CH3:18])[CH3:17])[NH:11][C:12](=[O:14])[CH3:13])[CH2:4][CH2:5][CH2:6][CH3:7])=O.[Cl-].[OH:21][NH3+].[N:23]1[CH:28]=CC=CC=1>C(O)C>[OH:21][N:23]=[CH:28][N:8]([CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[C:9](=[O:19])[C@H:10]([CH2:15][CH:16]([CH3:17])[CH3:18])[NH:11][C:12](=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 1049PyridineHCID 21645Hydroxylamine HClHCID 15228355HCID 15228355, compound

Product 1

HCID 88393073HCID 88393073, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 30 ml of ethanol was dissolved 750 mg of N-acetyl-L-leucine-(1-formyl)pentylamide obtained in the same manner as in Example 16-(c), and 210 mg of hydroxyammonium chloride and 5 ml of pyridine were added thereto. The mixture was allowed to react at room temperature for 24 hours. After completion of the reaction, the reaction mixture was washed with a saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by mediumpressure column chromatography on silica gel to obtain 600 mg of the titled compound as a colorless crystal.

Workup

  1. additionwere added
  2. customto react at room temperature for 24 hours
  3. customAfter completion of the reaction
  4. washthe reaction mixture was washed with a saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was removed by distillation under reduced pressure
  7. customthe residue was purified by mediumpressure column chromatography on silica gel

Sources & evidence

ORD record
ord-9bcca4fc12104335bdfdb659b9f31e97
Source dataset
uspto-grants-1995_03
Patent number
US05395824

Reaction notes

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