HCID 86631560, compound → HCID 25182664, compound

HRID 885810Notes

Reaction equation

HRID 885810 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-abac6851f895462fb41dc1b1b04bdb73
Source dataset
uspto-grants-2012_08
Patent number
US08242283B2

Reaction notes

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