Potassium Carbonate → HCID 66611930, compound

HRID 1020004Notes

Reaction equation

HRID 1020004 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])[CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][N:12](C(=O)C(F)(F)F)[CH2:13]2.C(=O)([O-])[O-].[K+].[K+]>CO.ClCCl.CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([NH:18][C:19](=[O:23])[CH:20]([CH3:21])[CH3:22])[CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][NH:12][CH2:13]2

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 49787467HCID 49787467, compound

Product 1

HCID 66611930HCID 66611930, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

CO-AAW0001 (100 mgs, 0.24 mmoles) was dissolved in methanol (5 mls) followed by the addition of anhydrous potassium carbonate (50 mgs, 0.36 mmoles). The solution was stirred at room temperature for 2 hours. Silica thin layer chromatography in dichloromethane/methanol (95:5) showed reaction to be complete. The reaction was evaporated and the residue dissolved in ethylacetate (20 mls) and water (10 mls). The aqueous layer was re-extracted with ethylacetate (2×10 mls) and the combined organic phases washed with brine (10 mls), dried of magnesium sulphate, filtered and evaporated to produce a yellow oil (˜80% pure, CO-AAW0003). This was used for the next reaction without further purification.

Workup

  1. customreaction
  2. customThe reaction was evaporated
  3. dissolutionthe residue dissolved in ethylacetate (20 mls)
  4. extractionThe aqueous layer was re-extracted with ethylacetate (2×10 mls)
  5. washthe combined organic phases washed with brine (10 mls)
  6. dry with materialdried of magnesium sulphate
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-1f9a1b52c95d418eaaf6e71f2815dc13
Source dataset
uspto-grants-2014_05
Patent number
US08716302B2

Reaction notes

Loading…