Potassium Iodide → 494861-87-9

HRID 350693Notes

Reaction equation

HRID 350693 reaction equation
[Cl:1][C:2]1[C:3](=[O:13])[N:4]([CH3:12])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][CH2:10]Cl.[F:14][C:15]1[CH:29]=[CH:28][C:18]2[C:19]([CH:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)=[N:20][O:21][C:17]=2[CH:16]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[F:14][C:15]1[CH:29]=[CH:28][C:18]2[C:19]([CH:22]3[CH2:23][CH2:24][N:25]([CH2:10][CH2:9][NH:8][C:7]4[CH:6]=[N:5][N:4]([CH3:12])[C:3](=[O:13])[C:2]=4[Cl:1])[CH2:26][CH2:27]3)=[N:20][O:21][C:17]=2[CH:16]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 11458705HCID 11458705, compound

Product 1

HCID 9909267494861-87-9Yield 80.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.9 g (8.6 millimoles) of 4-chloro-5-(2-choroethylamino)-2-methyl-2H-pyridazine-3-one, 40 ml of acetonitrile, 2.07 g (9.4 millimoles) of 6-fluoro-3-piperidine-4-yl-1,2-benzisoxazole, 2.36 g of potassium carbonate and 0.17 g potassium iodide are admixed. The reaction mixture is heated to boiling for 24 hours, filtered over a magnesium sulfate containing carbon bed and the organic phase is evaporated. The crude product is dissolved in ethyl acetate, washed with water, the organic phase is dried over magnesium sulfate, filtered and evaporated. The crude product is recrystallized from ethyl acetate. Thus 2.8 g of the desired compound are obtained, yield 80.5%. Mp.: 145–147° C.

Workup

  1. temperatureThe reaction mixture is heated
  2. filtrationfiltered over a magnesium sulfate
  3. additioncontaining carbon bed
  4. customthe organic phase is evaporated
  5. dissolutionThe crude product is dissolved in ethyl acetate
  6. washwashed with water
  7. dry with materialthe organic phase is dried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated
  10. customThe crude product is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-1143b242402a4fd2ad93543a312741c4
Source dataset
uspto-grants-2007_02
Patent number
US07183283B2

Reaction notes

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