HCID 86631560, compound → HCID 25182664, compound

HRID 551324Notes

Reaction equation

HRID 551324 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]2[CH2:14][C:13]([C:19]3[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=3)([C:15]([F:18])([F:17])[F:16])[O:12][N:11]=2)[CH:5]=[N:6][C:7]=1[C:8]#[N:9]>CO.Cl.[C].[Pd]>[NH2:9][CH2:8][C:7]1[N:6]=[CH:5][C:4]([C:10]2[CH2:14][C:13]([C:19]3[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=3)([C:15]([F:18])([F:17])[F:16])[O:12][N:11]=2)=[CH:3][C:2]=1[Cl:1]

Participants

5

Reactant 1

HCID 86631560HCID 86631560, compound

Product 1

HCID 25182664HCID 25182664, compoundYield 92.9%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

In a solution of 0.32 g of 3-(5-chloro-6-cyano-3-pyridyl)-5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole in 12 mL of methanol, 0.5 mL of concentrated hydrochloric acid and 0.10 g of 5% palladium carbon were added, and stirred at room temperature under hydrogen atmosphere of normal pressure for 2.5 hours. After the completion of the reaction, the reaction mixture was filtered through Celite, and the solvent was distilled off under reduced pressure to obtain 0.30 g of the aimed product as brown resinous substance.

Workup

  1. customAfter the completion of the reaction
  2. filtrationthe reaction mixture was filtered through Celite
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-82ee1d3a394a47e99ace438a53247e7e
Source dataset
uspto-grants-2011_05
Patent number
US07947715B2

Reaction notes

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