HCID 20033286, compound → HCID 20033363, compound

HRID 552123Notes

Reaction equation

HRID 552123 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)([O-])=O.[H][H]>C1COCC1.[Ni]>[N:9]1([CH2:8][CH2:7][C:6]2[CH:5]=[C:4]([NH2:1])[CH:17]=[CH:16][CH:15]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 20033286HCID 20033286, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20033363HCID 20033363, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 0.2 g (0.85 mmol, 1.0 eq.) of 1-(3-nitrophenethyl)piperidine (I-25) in 15 mL of THF was added ˜30 mg of Raney Nickel. The reaction mixture was stirred under 1 atm. of hydrogen at room temperature for 16 h. The reaction mixture was then filtered through Celite® and the solvent was removed in vacuo to provide 3-(2-(piperidin-1-yl)ethyl)benzenamine (I-26).

Workup

  1. filtrationThe reaction mixture was then filtered through Celite®
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-598af2ec50f940ed8a8c93ca5f234af0
Source dataset
uspto-grants-2011_05
Patent number
US07951803B2

Reaction notes

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