Hydrofluoric Acid → HCID 58760948, compound

HRID 857472Notes

Reaction equation

HRID 857472 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]([CH:11]=[CH:12][O:13]CC[Si](C)(C)C)=[C:9]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[N:8]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[Cl:33])[N:7]=1)=[O:5])[CH3:2].F>C(#N)C>[CH2:1]([O:3][C:4]([C:6]1[C:10]([CH2:11][CH:12]=[O:13])=[C:9]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[N:8]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[Cl:33])[N:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 14917Hydrofluoric AcidHCID 69411214HCID 69411214, compound

Product 1

HCID 58760948HCID 58760948, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 5-(4-chloro-phenyl)-1-(2-chloro-phenyl)-4-[2-(2-trimethylsilanyl-ethoxy)-vinyl]-1H-pyrazole-3-carboxylic acid ethyl ester I-3a (210 mg) in 95:5 acetonitrile:conc. hydrofluoric acid (3 ml) was stirred for 2 hours. The reaction was partitioned between saturated aqueous sodium hydrogen carbonate and ethyl acetate. The organic phase was washed with brine, dried (Na2SO4) and concentrated in vacuo to afford the title compound (I-3b), which was taken directly on to the next reaction.

Workup

  1. customThe reaction was partitioned between saturated aqueous sodium hydrogen carbonate and ethyl acetate
  2. washThe organic phase was washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fe15493c7a0647feaeca7891f810b2a0
Source dataset
uspto-grants-2006_12
Patent number
US07145012B2

Reaction notes

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