HCID 10236051, compound → 3-[5-(3-Aminopropyl)pyridin-2-yl]propylamine

HRID 895260Notes

Reaction equation

HRID 895260 reaction equation
[C:1]([CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]#[N:14])=[CH:7][N:6]=1)#[N:2]>N.CO.[H][H].[Ni]>[NH2:2][CH2:1][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][NH2:14])=[CH:7][N:6]=1

Participants

6

Reactant 1

HCID 10236051HCID 10236051, compound

Product 1

HCID 98130173-[5-(3-Aminopropyl)pyridin-2-yl]propylamineYield 89.5%

Reagents, catalysts & solvents 4

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A solution of 2,5-di(2-cyanoethyl)pyridine from Step C (3.16 g) was dissolved in 7N ammonia in methanol solution (45 mL) and hydrogenated under 40 psi of hydrogen gas pressure at 50° C. in the presence of Raney nickel (1.6 g) for 20 h. The catalyst was filtered through solka floc® and washed with methanol. The filtrate and wash were combined and concentrated under reduced pressure to give 2,5-di(3-aminopropyl)pyridine (I)(2.95 g).

Workup

  1. filtrationThe catalyst was filtered through solka floc®
  2. washwashed with methanol
  3. washThe filtrate and wash
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2db7c21b1a8747e586002c7769a17dc3
Source dataset
uspto-grants-2005_07
Patent number
US06914144B2

Reaction notes

Loading…