Hydrochloric Acid → HCID 178516377, compound

HRID 402735Notes

Reaction equation

HRID 402735 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:25]=[CH:24][C:20]4[N:21]=[CH:22][NH:23][C:19]=4[CH:18]=3)=[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:25]=[CH:24][C:20]4[N:21]=[CH:22][NH:23][C:19]=4[CH:18]=3)[O:15]2)=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178469496HCID 178469496, compound

Product 1

HCID 178516377HCID 178516377, compoundYield 20.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound (0.055 g, 0.13 mmol) of Example 119 in ethanol (6.0 mL), 50% potassium hydroxide solution (3.0 mL, 0.053 mol) was added at ambient temperature. The mixture was refluxed for 1.5 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 (0.0090 g, y. 20%) as solid.

Workup

  1. temperatureThe mixture was refluxed for 1.5 h
  2. customwas removed under reduced pressure
  3. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-f1e94c26dc534844b8bcd376cc9d61b4
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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