N,N-Dimethylethylenediamine → N2-(2-(dimethylamino)ethyl)pyridine-2,5-diamine

HRID 2271620Notes

Reaction equation

HRID 2271620 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[CH3:11][N:12]([CH3:16])[CH2:13][CH2:14][NH2:15]>>[CH3:11][N:12]([CH3:16])[CH2:13][CH2:14][NH:15][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 16772731N2-(2-(dimethylamino)ethyl)pyridine-2,5-diamineYield 50.1%

Procedure

Following General procedure H, 2-chloro-5-nitropyridine (500 mg, 3.1 mmol) was reacted with N1,N1-dimethylethane-1,2-diamine (308 mg, 3.5 mmol) followed by reduction to afford the desired product (280 mg, 50%) as a purple solid: ESI MS m/z 181 [C9H16N4+H]+.

Sources & evidence

ORD record
ord-56266039bb564a3392b4d0cef9b2bd16
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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