Ammonia → HCID 10107615, compound

HRID 465531Notes

Reaction equation

HRID 465531 reaction equation
[C:1]([CH2:3][CH2:4][CH:5]([CH2:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[CH2:6][CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])#[N:2].N.[H][H]>CO.[Ni]>[NH2:2][CH2:1][CH2:3][CH2:4][CH:5]([CH2:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[CH2:6][CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 10446037HCID 10446037, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10107615HCID 10107615, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of 0.1 g (0.37 mmol) of methyl 7-cyano-5-[2-(3-pyridyl)ethyl]-heptanoate in 20 ml of methanol saturated with ammonia is added 0.15 ml Raney Nickel and the mixture is hydrogenated at 3 atmospheres (=3.04 bar) pressure of hydrogen and room temperature for 4 h. The catalyst is filtered off and washed with methanol (4×20 ml). The filtrate is evaporated to give methyl 8-amino-5-[2-(3-pyridyl)ethyl]-octanoate.

Workup

  1. filtrationThe catalyst is filtered off
  2. washwashed with methanol (4×20 ml)
  3. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-ee9f7ba424354bdf8bcb354f9c94f2b7
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

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