HCID 89586219, compound → HCID 89586288, compound

HRID 1747759Notes

Reaction equation

HRID 1747759 reaction equation
[C:1]([C:4]1[C:5](=[O:23])[C:6]2[O:22][CH:21]=[CH:20][C:7]=2[N:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)[N:9]=1)(=[O:3])[CH3:2]>[Pd].CO>[OH:3][CH:1]([C:4]1[C:5](=[O:23])[C:6]2[O:22][CH2:21][CH2:20][C:7]=2[N:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:17])[F:18])[CH:11]=2)[N:9]=1)[CH3:2]

Participants

4

Reactant 1

HCID 89586219HCID 89586219, compound

Product 1

HCID 89586288HCID 89586288, compoundYield 84.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 3-acetyl-1-[3-(trifluoromethyl)phenyl]furo[3,2-c]pyridazin-4(1H)-one (806 mg) and 10% palladium on carbon (containing water (50%), 400% mg) in methanol (25 mL) was stirred at room temperature for 24 hr under a hydrogen atmosphere. Palladium on carbon was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) and crystallized from hexane/ethyl acetate to give the title compound (686 mg).

Workup

  1. customPalladium on carbon was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate)
  4. customcrystallized from hexane/ethyl acetate

Sources & evidence

ORD record
ord-6513c466e8ad4be1ac4eb58e624f0f1b
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

Loading…