HCID 89586077, compound → HCID 68014851, compound

HRID 1747804Notes

Reaction equation

HRID 1747804 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:19]=[CH:18][C:17](=[O:20])[C:16]([C:21]3[N:25]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[N:24]=[CH:23][CH:22]=3)=[N:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[C:26]1([N:25]2[C:21]([C:16]3[C:17](=[O:20])[CH:18]=[CH:19][N:14]([CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)[N:15]=3)=[CH:22][CH:23]=[N:24]2)[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 1

HCID 89586077HCID 89586077, compound

Product 1

HCID 68014851HCID 68014851, compoundYield 36.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 1-(1-benzylpiperidin-4-yl)-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one (2.6 g) in methanol (30 mL) was added palladium hydroxide on carbon (10% wet, 0.30 g). The reaction mixture was stirred at 50° C. for 4 hr under a hydrogen atmosphere. The reaction mixture was filtered through celite, the filtrate was concentrated under reduced pressure, and the obtained crystals were recrystallized from methanol/ethyl acetate to give the title compound (0.75 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe obtained crystals were recrystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-daa9295db1f24117b361a402576f3a1a
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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