HCID 86644430, compound → HCID 86644429, compound

HRID 2404507Notes

Reaction equation

HRID 2404507 reaction equation
Br[C:2]1[C:3]([O:28][CH2:29][C:30]([F:36])([F:35])[C:31]([F:34])([F:33])[F:32])=[N:4][N:5]([C:14]2[CH:19]=[C:18]([S:20][CH2:21][C:22]([F:25])([F:24])[F:23])[C:17]([CH3:26])=[CH:16][C:15]=2[F:27])[C:6]=1[NH:7][C:8](=[O:13])[C:9]([F:12])([F:11])[F:10].[H][H]>C(O)C.[C].[Pd]>[F:27][C:15]1[CH:16]=[C:17]([CH3:26])[C:18]([S:20][CH2:21][C:22]([F:25])([F:24])[F:23])=[CH:19][C:14]=1[N:5]1[C:6]([NH:7][C:8](=[O:13])[C:9]([F:12])([F:10])[F:11])=[CH:2][C:3]([O:28][CH2:29][C:30]([F:36])([F:35])[C:31]([F:32])([F:33])[F:34])=[N:4]1

Participants

5

Reactant 2

HCID 86644430HCID 86644430, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86644429HCID 86644429, compoundYield 95.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1.2 g of 4-bromo-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-(2,2,3,3,3-pentafluoropropoxy)-5-trifluoroacetylaminopyrazole was dissolved in 200 mL of ethanol, and 1.2 g of 10% palladium carbon was added. 430 mL of hydrogen was blown over a period of 10 days at room temperature under reduced pressure, the solvent was distilled off under reduced pressure, and the obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane:acetic acid=10:40:1) to obtain 1.0 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-(2,2,3,3,3-pentafluoropropoxy)-5-trifluoroacetylaminopyrazole.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. customthe obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane:acetic acid=10:40:1)

Sources & evidence

ORD record
ord-e9c0db1785524dd59572df84f922e165
Source dataset
uspto-grants-2014_08
Patent number
US08802713B2

Reaction notes

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