Potassium Hydroxide → HCID 178516362, compound

HRID 402729Notes

Reaction equation

HRID 402729 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([CH:10]=[C:11]2[O:15][C:14]([NH:16][CH:17]3[CH2:19][CH2:18]3)=[C:13](C(OC)=O)[C:12]2=[O:24])=[CH:2]1.[OH-].[K+]>C(O)C>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([CH:10]=[C:11]2[C:12](=[O:24])[CH:13]=[C:14]([NH:16][CH:17]3[CH2:18][CH2:19]3)[O:15]2)=[CH:2]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 178498727HCID 178498727, compound

Product 1

HCID 178516362HCID 178516362, compoundYield 4.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound (0.25 g, 0.76 mmol) of Example 94 in ethanol (7.0 mL), 50% potassium hydroxide solution (4.0 mL, 0.071 mol) was added at ambient temperature. The mixture was refluxed for 2 h. Cooled to ambient temperature, the solvent was removed under reduced pressure. The residue was diluted with water, 1M hydrochloric acid was added to adjust pH to acidic, and then the solvent was removed under reduced pressure. The residue was purified by preparative HPLC to afford the titled compound as solid (0.0090 g, y. 4%).

Workup

  1. temperatureThe mixture was refluxed for 2 h
  2. customthe solvent was removed under reduced pressure
  3. additionThe residue was diluted with water, 1M hydrochloric acid
  4. additionwas added
  5. customwas removed under reduced pressure
  6. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-c899f78c36f54fe6884113a89894f7ed
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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