Hydrochloric Acid → HCID 178516378, compound

HRID 402734Notes

Reaction equation

HRID 402734 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][C:17]3[CH:18]=[C:19]4[C:23](=[CH:24][CH:25]=3)[NH:22][N:21]=[CH:20]4)=[C:13](C(OCC)=O)[C:12]2=[O:31])=[CH:2]1.[OH-].[K+].Cl>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:31])[CH:13]=[C:14]([NH:16][C:17]3[CH:18]=[C:19]4[C:23](=[CH:24][CH:25]=3)[NH:22][N:21]=[CH:20]4)[O:15]2)=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178469499HCID 178469499, compound

Product 1

HCID 178516378HCID 178516378, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound (0.14 g, 0.33 mmol) of Example 118 in ethanol (4.0 mL), 50% potassium hydroxide solution (2.2 mL, 0.039 mol) was added at ambient temperature. The mixture was refluxed for 2 h. Cooled to ambient temperature, 1M hydrochloric acid was added to adjust pH to acidic, and the solvent was removed under reduced pressure. The residue was purified by preparative HPLC to afford the titled compound as solid (0.010 g, y. 9%).

Workup

  1. temperatureThe mixture was refluxed for 2 h
  2. customwas removed under reduced pressure
  3. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-46522d557fa444fe87ae847336b23a88
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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