HCID 89586211, compound → HCID 89586364, compound

HRID 1747791Notes

Reaction equation

HRID 1747791 reaction equation
Br[C:2]1[C:7](=[O:8])[C:6]([O:9][CH3:10])=[CH:5][N:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[N:3]=1>[Pd].C1COCC1>[CH3:10][O:9][C:6]1[C:7](=[O:8])[CH:2]=[N:3][N:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:18])[F:19])[CH:12]=2)[CH:5]=1

Participants

4

Reactant 1

HCID 89586211HCID 89586211, compound

Product 1

HCID 89586364HCID 89586364, compoundYield 29.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3-Bromo-5-methoxy-1-[3-(trifluoromethyl)phenyl]pyridazin-4(1H)-one (0.800 g) and palladium on carbon (0.24 g, palladium 10%, 50% water moistened product) were suspended in THF (14 mL), and the suspension was stirred at room temperature for 2.5 days under a hydrogen atmosphere. The reaction mixture was filtered through celite, and the filtrate was concentrated and purified by silica gel column chromatography (ethyl acetate/hexane→methanol/ethyl acetate) to give the title compound (0.185 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated
  3. custompurified by silica gel column chromatography (ethyl acetate/hexane→methanol/ethyl acetate)

Sources & evidence

ORD record
ord-fb7cbac4fd5249d39009c911fabfcee1
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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