Potassium Iodide → HCID 58928308, compound

HRID 852107Notes

Reaction equation

HRID 852107 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:15]3[CH:16]=[CH:17][C:18]([F:20])=[CH:19][C:14]=3[O:13][N:12]=2)=[CH:7][CH:6]=1.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[CH2:21]([NH:28][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:15]3[CH:16]=[CH:17][C:18]([F:20])=[CH:19][C:14]=3[O:13][N:12]=2)=[CH:7][CH:6]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 17906318HCID 17906318, compound

Product 1

HCID 58928308HCID 58928308, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound is prepared from a mixture of 3-[4-(2-bromo-ethoxy)-phenyl]-6-fluoro-benzo[d]isoxazole, benzylamine, potassium carbonate, potassium iodide and 4% aqueous acetonitrile essentially as described above in Example 20B, except that the reaction mixtures were poured directly onto a column and eluted with a step gradient consisting of dichloromethane and 5% methanol in dichloromethane. Purity by LC/MS=77%, [M+H]+=363.

Workup

  1. customas described above in Example 20B, except that the reaction mixtures
  2. additionwere poured directly onto a column
  3. washeluted with a step gradient

Sources & evidence

ORD record
ord-f56b9ec4cb994f6e9d821362227c2901
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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