N,N-Dimethylethylenediamine → 3,5-Diamino-6-chloro-N-[2-(dimethylamino)ethyl]-2-pyrazinecarboxamide

HRID 882922Notes

Reaction equation

HRID 882922 reaction equation
CO[C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([NH2:12])=[C:7]([Cl:13])[N:6]=1)=[O:4].[CH3:14][N:15]([CH3:19])[CH2:16][CH2:17][NH2:18]>>[CH3:14][N:15]([CH3:19])[CH2:16][CH2:17][NH:18][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([NH2:12])=[C:7]([Cl:13])[N:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 73827Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

Product 1

HCID 151481303,5-Diamino-6-chloro-N-[2-(dimethylamino)ethyl]-2-pyrazinecarboxamide

Procedure

3,5-Diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (25.0 g, 0.12 mol) and N,N-dimethylethylenediamine (100 mL) are heated at 100° C. in a miniclave for 20 h. The reaction mixture is concentrated in vacuo and the pale yellow crystals that form are collected by filtration, washed with MeOH and dried under vacuum to afford the title compound. [M+H]+ 259.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. filtrationthe pale yellow crystals that form are collected by filtration
  3. washwashed with MeOH
  4. customdried under vacuum

Sources & evidence

ORD record
ord-84f0c9868b9e4caa9aaa631d1046dc51
Source dataset
uspto-grants-2012_08
Patent number
US08236808B2

Reaction notes

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