HCID 10138875, compound → HCID 22555956, compound

HRID 985161Notes

Reaction equation

HRID 985161 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[C:19]([CH2:20][N:21]([CH3:23])[CH3:22])=[C:18]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:30][CH3:31])[CH:16]=2)[C:11]1=[O:32])(C)(C)C>C(OCC)(=O)C>[NH2:7][CH2:8][CH2:9][N:10]1[C:19]([CH2:20][N:21]([CH3:23])[CH3:22])=[C:18]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:30][CH3:31])[CH:16]=2)[C:11]1=[O:32]

Participants

3

Reactant 1

HCID 10138875HCID 10138875, compound

Product 1

HCID 22555956HCID 22555956, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 115 (1.71 g, 3.79 mmol) in ethyl acetate (200 mL) was cooled in an ice bath with stirring. Hydrogen chloride gas was bubbled through the solution for 15 min. then the contents of the reaction flask were warmed to room temperature. After 1.25 h the solvent was removed in vacuo and the remaining residue was triturated with ether to give 116 as a white solid (1.37 g, 3.54 mmol, 93.6%).

Workup

  1. customHydrogen chloride gas was bubbled through the solution for 15 min.
  2. customAfter 1.25 h the solvent was removed in vacuo
  3. customthe remaining residue was triturated with ether

Sources & evidence

ORD record
ord-02d14aec26f54423abd4632a2f3d6336
Source dataset
uspto-grants-2005_03
Patent number
US06870055B2

Reaction notes

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