HCID 10155464, compound → HCID 9858528, compound

HRID 1827123Notes

Reaction equation

HRID 1827123 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:17])[CH2:12][CH2:11]2)=[CH:4][CH:3]=1.[H][H]>C(O)C.[Ni]>[N:7]1[CH:2]=[CH:3][CH:4]=[C:5]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:17])[CH2:12][CH2:11]2)[N:6]=1

Participants

5

Reactant 2

HCID 10155464HCID 10155464, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 9858528HCID 9858528, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Benzyl 4-{[(6-chloro-3-pyridazinyl)amino]methyl}-1-piperidinecarboxylate (EXAMPLE 22) (400 mg, 1.11 mmol) was dissolved in absolute ethanol. Raney nickel (65 mg, 1.11 mmol) was then added and the resulting reaction was stirred under 1 atm hydrogen for 18 h. The catalyst was filtered and the filtrate was concentrated under reduced pressure. The resulting clear oil was purified by silica gel chromatography to give the title compound as a clear oil.

Workup

  1. customthe resulting reaction
  2. filtrationThe catalyst was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe resulting clear oil was purified by silica gel chromatography

Sources & evidence

ORD record
ord-ca28e54ade6b4ec6afeb50df6846c162
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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