4-Piperidone → N-(4-piperidyl)-N'-(2-amino-2-methylpropyl)-1,2-ethanediamine

Reaction equation

[NH2:1][C:2]([CH3:9])([CH3:8])[CH2:3][NH:4][CH2:5][CH2:6][NH2:7].[NH:10]1[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]1>>[NH:10]1[CH2:15][CH2:14][CH:13]([NH:7][CH2:6][CH2:5][NH:4][CH2:3][C:2]([NH2:1])([CH3:9])[CH3:8])[CH2:12][CH2:11]1

Participants

Reactant 2

HCID 337214-Piperidone

HCID 10898752N,N'-(2-amino-2-methylpropyl)ethylenediamine

Product 1

HCID 19736233N-(4-piperidyl)-N'-(2-amino-2-methylpropyl)-1,2-ethanediamine

Procedure

In a manner analogous to that described immediately hereinabove, by reacting N-(2-amino-2-methylpropyl)-1,2-ethanediamine with piperidin-4-one, it is reductively alkylated to yield N-(4-piperidyl)-N'-(2-amino-2-methylpropyl)-1,2-ethanediamine; and, 2,2,6,6-piperidin-4-one is reductively alkylated to yield N-(2,2,6,6-tetramethyl-4-piperidyl)-N'-(2-amino-2-methylpropyl)-1,2-ethanediamine having the structure: ##STR15##

Sources & evidence

ORD record: ord-4af048c4929245b89300ff367d00b3d1
Source dataset: uspto-grants-1993_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05189173

Reaction notes

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