Diisopropylethylamine → N'-(7-bromoquinoxalin-2-yl)-4-(2-cyanopropan-2-yl)benzohydrazide

HRID 711376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 711376
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]([NH:12][NH2:13])=[N:9]2)=[CH:4][CH:3]=1.[C:14]([C:16]([C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=1)([CH3:18])[CH3:17])#[N:15].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]([NH:12][NH:13][C:23](=[O:24])[C:22]3[CH:21]=[CH:20][C:19]([C:16]([C:14]#[N:15])([CH3:17])[CH3:18])=[CH:27][CH:26]=3)=[N:9]2)=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 52002657-Bromo-2-hydrazinylquinoxalineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 146986034-(1-Cyano-1-methylethyl)benzoic acid

Produkt 1

HCID 66803266N'-(7-bromoquinoxalin-2-yl)-4-(2-cyanopropan-2-yl)benzohydrazideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 7-bromo-2-hydrazinylquinoxaline (1.5 g, 0.063 mol) and 4-(2-cyanopropan-2-yl) benzoic acid (1.1 g, 0.063 mol) in DMF (5 mL) was added HATU (2.4 g, 0.063 mol) and DIEA (1.2 g, 0.095 mol). The reaction mixture was then stirred at r.t. overnight. The solution was diluted with water (5 mL), and the solid was collected on a filter to give N′-(7-bromoquinoxalin-2-yl)-4-(2-cyanopropan-2-yl)benzohydrazide as a yellow solid (2.2 g, yield 85.0%). MS (m/z): 412 (M+H)+.

Aufarbeitung

  1. customthe solid was collected on
  2. filtrationa filter

Quellen und Nachweise

ORD-Eintrag
ord-cf179ae7294f49369d8bd300fccac34b
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181264B2

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