Potassium Fluoride → HCID 178444664, compound

HRID 1826431Notes

Reaction equation

HRID 1826431 reaction equation
[CH2:1]([N:7]1[CH2:12][CH:11]2[CH:9]([C:10]2([CH3:28])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]3[N:20]=[N:21][NH:22][C:23]=3[Si](C)(C)C)[CH:14]=2)[C:8]1=[O:29])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[F-].[K+]>C(O)C.Cl>[CH2:1]([N:7]1[CH2:12][CH:11]2[CH:9]([C:10]2([CH3:28])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]3[NH:20][N:21]=[N:22][CH:23]=3)[CH:14]=2)[C:8]1=[O:29])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 2

HCID 522689Potassium FluorideHCID 178444666HCID 178444666, compound

Product 1

HCID 178444664HCID 178444664, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3-hexyl-6-methyl-6-{3-[5-(trimethylsilyl)-1H-1,2,3-triazol-4-yl]phenyl}-3-azabicyclo[3.1.0]hexan-2-one (Preparation 39, 1.2 g, 2.88 mmol) in ethanol (15 ml) was added potassium fluoride (183 mg, 3.17 mmol) and a few drops of concentrated hydrochloric acid. The mixture was heated at reflux for 1.5 hours and then cooled to room temperature. The solvent was removed in vacuo and the crude residue was dissolved in dichloromethane (40 ml) and washed with 10% potassium carbonate solution. The extract was dried (MgSO4), filtered and concentrated in vacuo to give the crude product which was used directly in the next step.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1.5 hours
  3. customThe solvent was removed in vacuo
  4. dissolutionthe crude residue was dissolved in dichloromethane (40 ml)
  5. washwashed with 10% potassium carbonate solution
  6. dry with materialThe extract was dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7cbc8676d1a446ddb14f870615be2953
Source dataset
uspto-grants-2006_05
Patent number
US07049444B2

Reaction notes

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