Potassium Carbonate → HCID 19348343, compound

HRID 1637274Notes

Reaction equation

HRID 1637274 reaction equation
C([N:9]1[C:17]2[CH:16]=[CH:15][CH:14]=[C:13]3[CH:18]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[CH2:19][CH2:20][CH:11]([C:12]=23)[CH:10]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>Cl.CO.O>[O:24]1[CH2:23][CH2:22][N:21]([CH:18]2[C:13]3[C:12]4[CH:11]([CH:10]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[NH:9][C:17]=4[CH:16]=[CH:15][CH:14]=3)[CH2:20][CH2:19]2)[CH2:26][CH2:25]1

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 19348112HCID 19348112, compound

Product 1

HCID 19348343HCID 19348343, compoundYield 90%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolvent2×HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A portion (0.56 g) of the compound obtained in Example 134 was dissolved in a solution (15 ml) of 10% hydrochloric acid in methanol and to the solution was added 6N hyrdochloric acid (15 ml). The mixture was heated to reflux for 3 hours and allowed to cool. The reaction mixture was diluted with water, adjusted to pH 9 with potassium carbonate and extracted three times with ethyl acetate. The organic layers were combined, washed with saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was crystallized from an ether/hexane mixed solvent to yield 0.38 g (90%) of the titled compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hours
  3. temperatureto cool
  4. extractionextracted three times with ethyl acetate
  5. washwashed with saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. customthe residue was crystallized from an ether/hexane mixed solvent

Sources & evidence

ORD record
ord-24826ccc6e07425d84fc1c682d6cb71d
Source dataset
uspto-grants-2000_03
Patent number
US06040331

Reaction notes

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