Potassium Carbonate → HCID 9950049, compound

HRID 1108820Notes

Reaction equation

HRID 1108820 reaction equation
[NH2:1][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.C(=O)([O-])[O-].[K+].[K+]>CO>[NH2:1][C:2]1[N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:15])([F:17])[F:16])=[CH:11][C:12]=2[Cl:13])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21]#[CH:22]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21188103HCID 21188103, compound

Product 1

HCID 9950049HCID 9950049, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro4-trifluoromethylphenyl)-4-trimethylsilylethynylpyrazole (2.0 g, crude from example B1) in methanol (30 ml) was added potassium carbonate (1 g). After 10 minutes at room temperature the reaction mixture was partitioned between ether (100 ml) and water (100 ml). The organic layer was separated, washed with brine (100 ml), dried (MgSO4) and evaporated. The residue was purified by column chromatography on silica gel eluted with dichloromethane folloxwed by recrystallisation from ether to provide the title compound as a white solid m.p. 215-216° C.

Workup

  1. customAfter 10 minutes at room temperature the reaction mixture was partitioned between ether (100 ml) and water (100 ml)
  2. customThe organic layer was separated
  3. washwashed with brine (100 ml)
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe residue was purified by column chromatography on silica gel
  7. washeluted with dichloromethane
  8. customfolloxwed by recrystallisation from ether

Sources & evidence

ORD record
ord-3a250186761f4a8f81ef49361cc01064
Source dataset
uspto-grants-2000_05
Patent number
US06069157

Reaction notes

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