Potassium Iodide → HCID 68760189, compound

HRID 2039973Notes

Reaction equation

HRID 2039973 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([NH:10][C:11](=[O:20])[C:12]2[CH:17]=[CH:16][C:15]([CH2:18]Cl)=[CH:14][CH:13]=2)[CH:7]=[CH:6][C:5]=1[CH3:21].C(=O)([O-])[O-].[K+].[K+].[CH3:29][N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.[I-].[K+]>CC(C)=O>[CH3:29][N:30]1[CH2:35][CH2:34][N:33]([CH2:18][C:15]2[CH:16]=[CH:17][C:12]([C:11]([NH:10][C:8]3[CH:7]=[CH:6][C:5]([CH3:21])=[C:4]([CH:9]=3)[C:3]([O:2][CH3:1])=[O:22])=[O:20])=[CH:13][CH:14]=2)[CH2:32][CH2:31]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 68754990HCID 68754990, compound

Product 1

HCID 68760189HCID 68760189, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A reactor is charged with 1 g (3.3 mmol) of the solid obtained in step 1, 2.28 g (16.5 mmol) of potassium carbonate, 30 ml of acetone, 0.39 g (3.96 mmol) of N-methylpiperazine and 55 mg (0.33 mmol) of potassium iodide. The mixture is heated at reflux for 6 hours. The solvent is then evaporated under reduce pressure and the residue is taken off into 100 ml of a saturated sodium bicarbonate solution. The aqueous phase is extracted by 3*30 ml ethyl acetate. The organic phases are then combined, dried on sodium sulphate and evaporated under reduced pressure. The obtained product is triturated in ethylic ester and then dried to give a white solid (700 mg, 56%).

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 6 hours
  3. customThe solvent is then evaporated
  4. extractionThe aqueous phase is extracted by 3*30 ml ethyl acetate
  5. customdried on sodium sulphate
  6. customevaporated under reduced pressure
  7. customThe obtained product is triturated in ethylic ester
  8. customdried

Sources & evidence

ORD record
ord-894a1fcdf99140e3abe4b49f57ba9abe
Source dataset
uspto-grants-2013_11
Patent number
US08580815B2

Reaction notes

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