Acetonitrile → HCID 178462798, Verbindung

HRID 454348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 454348
Br[C:2]1[N:3]=[C:4]2[N:11]([CH2:12][CH3:13])[CH2:10][C:9](=[O:14])[NH:8][C:5]2=[N:6][CH:7]=1.BrCC([NH:19][C:20]1[C:25](Br)=NC(Br)=[CH:22][N:21]=1)=O.C(N([CH:34]([CH3:36])[CH3:35])CC)(C)C.[ClH:37].[CH2:38](N)[CH3:39].C(#[N:43])C>>[ClH:37].[N:43]1[N:19]=[C:20]([C:25]2[CH:35]=[CH:34][C:36]([C:2]3[N:3]=[C:4]4[N:11]([CH2:12][CH3:13])[CH2:10][C:9](=[O:14])[NH:8][C:5]4=[N:6][CH:7]=3)=[CH:39][CH:38]=2)[NH:21][CH:22]=1

Komponenten

6

Edukt 5

HCID 6342AcetonitrileHCID 11198Ethylamine hydrochlorideHCID 81531DiisopropylethylamineHCID 582983072-bromo-N-(3,5-dibromopyrazin-2-yl)acetamideHCID 866446546-Bromo-4-ethyl-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one

Produkt 1

HCID 178462798HCID 178462798, VerbindungAusbeute 36 %

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

6-Bromo-4-ethyl-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one. To a solution of 2-bromo-N-(3,5-dibromopyrazin-2-yl)acetamide (See Example 4.A) (1 equiv) and diisopropylethylamine (3 equiv) in acetonitrile was added ethanamine hydrochloride (1.05 equiv). The solution was allowed to heat to 70° C. for 30 min. The solution was condensed under reduced pressure and purified using column chromatography (0-75% ethyl acetate in hexanes) to afford the title compound in 36% yield. MS (ESI) m/z 257.5 [M]+, 259.4 [M+2]+.

Aufarbeitung

  1. customcondensed under reduced pressure
  2. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-2db519be980243cdb7b5fd0ed494755f
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492381B2

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