HCID 67438660, compound → HCID 59722552, compound

HRID 1664788Notes

Reaction equation

HRID 1664788 reaction equation
[O:1]=[C:2]1[C:7]([CH:8]2[CH2:13][CH2:12][N:11](C(OCC3C=CC=CC=3)=O)[CH2:10][CH2:9]2)=[CH:6][C:5]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[N:4][NH:3]1>C(O)C.[Pd]>[C:24]1([C:5]2[CH:6]=[C:7]([CH:8]3[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]3)[C:2](=[O:1])[NH:3][N:4]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 1

HCID 67438660HCID 67438660, compound

Product 1

HCID 59722552HCID 59722552, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Palladium (10% on carbon; 0.50 g) was added to a solution of benzyl 4-(3-oxo-6-phenyl-2,3-dihydropyridazin-4-yl)piperidine-1-carboxylate (1.10 g, 2.82 mmol) in ethanol (50 mL). The reaction vessel was evacuated and back-filled with nitrogen (3×), then back-filled with hydrogen (1 atm). After 24 h, the mixture was filtered through celite and concentrated to give the title compound (709 mg). MS 256.2 (M+1).

Workup

  1. customThe reaction vessel was evacuated
  2. additionback-filled with nitrogen (3×)
  3. additionback-filled with hydrogen (1 atm)
  4. filtrationthe mixture was filtered through celite and
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-347eb602d69a46e398035e60098cb135
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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