Potassium Iodide → HCID 10159069, compound

HRID 350695Notes

Reaction equation

HRID 350695 reaction equation
[Cl:1][C:2]1[C:3](=[O:14])[N:4]([CH3:13])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][CH:10](Cl)[CH3:11].[F:15][C:16]1[CH:30]=[CH:29][C:19]2[C:20]([CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)=[N:21][O:22][C:18]=2[CH:17]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[Cl:1][C:2]1[C:3](=[O:14])[N:4]([CH3:13])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][CH2:10][CH2:11][N:26]1[CH2:25][CH2:24][CH:23]([C:20]2[C:19]3[CH:29]=[CH:30][C:16]([F:15])=[CH:17][C:18]=3[O:22][N:21]=2)[CH2:28][CH2:27]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 21973235HCID 21973235, compound

Product 1

HCID 10159069HCID 10159069, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2.4 g (10 millimoles) of 4-chloro-5-(2-chloropropylamino)-2-methyl-2H-pyridazine-3-one, 40 ml of acetonitrile, 2.46 g (11 millimoles) of 6-fluoro-3-piperidine-4-yl-1,2-benzisoxazole, 2.8 g of potassium carbonate and 0.18 g potassium iodide are admixed. The reaction mixture is heated to boiling under stirring for 24 hours, cooled to room temperature and filtered. The filtered product is suspended in 100 ml of water under stirring and refiltered. The crude product is recrystallized from acetonitrile. Thus 2.4 g of the desired compound are obtained. Yield 57.3%. Mp.: 200–202° C.

Workup

  1. temperatureThe reaction mixture is heated
  2. filtrationfiltered
  3. stirringunder stirring
  4. customThe crude product is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-fcb97cf4957045cb88c854ef2222e12f
Source dataset
uspto-grants-2007_02
Patent number
US07183283B2

Reaction notes

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