Hydrochloric Acid → HCID 15289265, compound

HRID 1707640Notes

Reaction equation

HRID 1707640 reaction equation
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[O:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[CH2:9][N:10]([C:11]([N:13]3[CH2:19][CH2:18][CH2:17][N:16](C(OCC)=O)[CH2:15][CH2:14]3)=[O:12])[C:4]=2[CH:3]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[O:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[CH2:9][N:10]([C:11]([N:13]3[CH2:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[O:12])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15289264HCID 15289264, compound

Product 1

HCID 15289265HCID 15289265, compoundYield 48.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title product of Example 59 (2.5 g, 5.8 mmol) was combined with 25 mL of concentrated HCl and 25 mL of dioxane. The solution was brought to reflux and maintained at reflux and under N2 for 6 days. After cooling the reaction to room temperature, all solvent was removed in vacuo and the residue was dissolved in EtOAc. This solution was brought to pH 8 with 2N NaOH and the organic solution was dried, filtered, and stripped of all solvent under reduced pressure. The residue was purified by chromatography to give 1.0 g of the title compound.

Workup

  1. temperatureto reflux
  2. temperaturemaintained
  3. temperatureat reflux and under N2 for 6 days
  4. temperatureAfter cooling
  5. customthe reaction to room temperature
  6. customall solvent was removed in vacuo
  7. dissolutionthe residue was dissolved in EtOAc
  8. customthe organic solution was dried
  9. filtrationfiltered
  10. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-c79d61f4816d4aa99a8fdb41d9b79821
Source dataset
uspto-grants-1994_10
Patent number
US05354747

Reaction notes

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