1,2-Ethanediamine, N1,N1,N2-trimethyl- → N1,N1,N2-trimethyl-N2-(3-nitropyridin-4-yl)ethane-1,2-diamine

HRID 69835Notes

Reaction equation

HRID 69835 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH3:11][N:12]([CH3:17])[CH2:13][CH2:14][NH:15][CH3:16].CCN(C(C)C)C(C)C>CCO>[CH3:11][N:12]([CH3:17])[CH2:13][CH2:14][N:15]([CH3:16])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 81531DiisopropylethylamineHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 68184585N1,N1,N2-trimethyl-N2-(3-nitropyridin-4-yl)ethane-1,2-diamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The method of Example 1 was followed using 4-chloro-3-nitropyridine (1.0 eq), N1,N1,N2-trimethyl ethane-1,2-diamine (2.0 eq), and DIEA (2.0 eq) in EtOH yielding N1,N1,N2-trimethyl-N2-(3-nitropyridin-4-yl)ethane-1,2-diamine which was concentrated and taken on as is. LCMS (m/z): 225.1 (MH+); LC Rt=0.574 min.

Sources & evidence

ORD record
ord-5810ff7c773e447ab8ad2707a945e607
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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