HCID 68014918, compound → HCID 68014919, compound

HRID 1747765Notes

Reaction equation

HRID 1747765 reaction equation
[C:1]1([N:7]2[C:11]([C:12]3[C:13](=[O:38])[C:14]4[O:37][CH:36]=[CH:35][C:15]=4[N:16]([C:18]4[CH:23]=[CH:22][C:21]([N:24]5[CH:28]=[CH:27][CH:26]=[N:25]5)=[CH:20][C:19]=4[O:29][CH2:30][C:31]([F:34])([F:33])[F:32])[N:17]=3)=[CH:10][CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].C(O)C>[C:1]1([N:7]2[C:11]([C:12]3[C:13](=[O:38])[C:14]4[O:37][CH2:36][CH2:35][C:15]=4[N:16]([C:18]4[CH:23]=[CH:22][C:21]([N:24]5[CH:28]=[CH:27][CH:26]=[N:25]5)=[CH:20][C:19]=4[O:29][CH2:30][C:31]([F:32])([F:33])[F:34])[N:17]=3)=[CH:10][CH:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 68014918HCID 68014918, compound

Product 1

HCID 68014919HCID 68014919, compoundYield 19.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-(1-phenyl-1H-pyrazol-5-yl)-1-[4-(1H-pyrazol-1-yl)-2-(2,2,2-trifluoroethoxy)phenyl]furo[3,2-c]pyridazin-4(1H)-one (35 mg) and 10% palladium on carbon (50 mg) in ethanol (5 mL) was stirred at 50° C. for 12 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/methanol) to give the title compound (7 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/methanol)

Sources & evidence

ORD record
ord-84282a35ad1c4b6980f573c6fa999b00
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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