Potassium Carbonate → HCID 66989296, compound

HRID 2407784Notes

Reaction equation

HRID 2407784 reaction equation
[CH3:1][NH:2][C:3](=[O:36])[C:4]([N:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19](=[O:35])[CH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:1][NH:2][C:3]([C:4]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:13]2[C:14]([C:19](=[O:35])[C:20]=1[CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:32])([CH3:34])[CH3:33])=[O:29])[CH2:24][CH2:23]1)=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:36]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 66989536HCID 66989536, compound

Product 1

HCID 66989296HCID 66989296, compoundYield 4.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound prepared in Example 319 (0.121 g) was suspended in methanol (10 mL) and potassium carbonate (0.051 g) added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure to afford the crude material, which was partitioned between ethyl acetate and water. The organics were washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the crude product, which was purified by flash column chromatography to furnish the title compound (0.005 g) having the following physical properties.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto afford the crude material, which
  3. customwas partitioned between ethyl acetate and water
  4. washThe organics were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customto afford the crude product, which
  9. customwas purified by flash column chromatography

Sources & evidence

ORD record
ord-b407704d2cdd4dc7bd431064aa5e699a
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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