HCID 57417108, compound → 4-[1-(Cyclopropylmethyl)-4-piperidinyl]benzenamine

HRID 1517654Notes

Reaction equation

HRID 1517654 reaction equation
[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[CH2:3][CH2:2]1.[H][H]>C(O)C.C1COCC1.[Pd]>[CH:1]1([CH2:4][N:5]2[CH2:6][CH2:7][CH:8]([C:11]3[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=3)[CH2:9][CH2:10]2)[CH2:2][CH2:3]1

Participants

6

Reactant 2

HCID 57417108HCID 57417108, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 577412164-[1-(Cyclopropylmethyl)-4-piperidinyl]benzenamine

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

3.3 g (12.5 mmol) 1-cyclopropylmethyl-4-(4-nitro-phenyl)-piperidine are dissolved in a mixture of 40 ml of ethanol and 40 ml THF, combined with 1.3 g palladium/charcoal (10%) and hydrogenated at 1 bar hydrogen. Then the reaction mixture is suction filtered and the filtrate is concentrated by evaporation. Yield: 2.7 g

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate is concentrated by evaporation

Sources & evidence

ORD record
ord-b9c9659799834fdeac7cd80b1772b53f
Source dataset
uspto-grants-2012_07
Patent number
US08232286B2

Reaction notes

Loading…