Water → HCID 21188063, compound

HRID 1383578Notes

Reaction equation

HRID 1383578 reaction equation
[Br:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21]#[C:22][Si](C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O>ClCCl>[Br:1][C:2]1[N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:16])([F:15])[F:17])=[CH:11][C:12]=2[Cl:13])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21]#[CH:22]

Participants

5

Reactant 3

HCID 962WaterHCID 2724141Tetrabutylammonium FluorideHCID 21188048HCID 21188048, compound2×

Product 1

HCID 21188063HCID 21188063, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 5-bromo-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trimethylsilylethynylpyrazole (43 mg, the compound of Example C1) in dichloromethane (1 ml) was added dropwise over five minutes tetra-n-butylammonium fluoride (0.098 ml). Stirring was continued at room temperature for 30 minutes. The reaction mixture was then poured into dichloromethane (10 ml) and water (10 ml). The organic layer was separated, dried (MgSO4) and evaporated. The residue was purified by column chromatography on silica gel (10 g) eluted with dichloromethane : hexane (1:2) to provide the title compound as a pale yellow solid m.p. 134-5° C.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customThe residue was purified by column chromatography on silica gel (10 g)
  5. washeluted with dichloromethane : hexane (1:2)

Sources & evidence

ORD record
ord-ef5d65deface4a358c9e3edcc9fa8baa
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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