HCID 18758233, compound → HCID 18758227, compound

HRID 2298759Notes

Reaction equation

HRID 2298759 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([CH2:13][N:14]2[C:22]3[C:17](=[N:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)OCC[O:9]1>CO.Cl>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:9])[CH2:13][N:14]1[C:22]2[C:17](=[N:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=2)[CH:16]=[CH:15]1

Participants

4

Reactant 1

HCID 18758233HCID 18758233, compound

Product 1

HCID 18758227HCID 18758227, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A solution containing 1.60 g (4.1 mmol) of the compound obtained in Step A in 10 ml of methanol and 20 ml of 18% hydrochloric acid is refluxed for 4 hours. After returning to room temperature and removal of the methanol by evaporation, the mixture is neutralised with a saturated sodium hydrogen carbonate solution and then extracted with ethyl acetate. The organic phase is dried over magnesium sulphate, filtered and concentrated. The residue is purified by flash chromatography over silica gel (eluant: petroleum ether/ethyl acetate, 8:2) to yield the title compound in the form of a white solid.

Workup

  1. temperatureis refluxed for 4 hours
  2. customAfter returning to room temperature
  3. customremoval of the methanol
  4. customby evaporation
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic phase is dried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe residue is purified by flash chromatography over silica gel (eluant: petroleum ether/ethyl acetate, 8:2)

Sources & evidence

ORD record
ord-7363d2e8f0ae471ba15e30ff40c27e85
Source dataset
uspto-grants-2002_12
Patent number
US06495543B1

Reaction notes

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