Diisopropylethylamine → N-[6-(2,4-dichlorophenyl)-5-nitropyrazin-2-yl]-N'-(5-nitropyridin-2-yl)ethane-1,2-diamine

HRID 131119

Reaktionsgleichung

Reaktionsgleichung von HRID 131119
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([N+:16]([O-:18])=[O:17])=[N:11][CH:12]=[C:13](Br)[N:14]=1.[NH2:19][CH2:20][CH2:21][NH:22][C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][N:24]=1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([NH:19][CH2:20][CH2:21][NH:22][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][N:24]=2)[CH:12]=[N:11][C:10]=1[N+:16]([O-:18])=[O:17]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 1224252-(2-Aminoethylamino)-5-nitropyridineHCID 223185103-(2,4-Dichlorophenyl)-5-bromo-2-nitropyrazine

Produkt 1

HCID 10182377N-[6-(2,4-dichlorophenyl)-5-nitropyrazin-2-yl]-N'-(5-nitropyridin-2-yl)ethane-1,2-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 3-(2,4-dichlorophenyl)-5-bromo-2-nitropyrazine (20 mg, 0.057 mmol) in DMF (1 ml), (2-aminoethyl)(5-nitro(2-pyridyl))amine (11.3 mg, 0.06 mmol) and diisopropylethyl amine (40 μl, 0.228 mmol) were added. The reaction mixture was stirred for 12 hours at 80° C. The crude mixture was concentrated in vacuo and subjected to column chromatography (5% methanol in methylene chloride) to afford the title compound as bright yellow solid.

Aufarbeitung

  1. concentrationThe crude mixture was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-eff91b92e2754da3a7dcb33f3f1f010e
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384942B2

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