Dimethylformamide → HCID 178518278, Verbindung

HRID 2236687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236687
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]/OC.Cl.[NH2:18][CH2:19][C:20]1[CH:25]=[CH:24][NH:23][C:22](=[O:26])[CH:21]=1.CN(C)C=O.C(N(CC)CC)C>O1CCCC1.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:18][CH2:19][C:20]1[CH:25]=[CH:24][NH:23][C:22](=[O:26])[CH:21]=1

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 574158824-(Aminomethyl)pyridin-2(1H)-one--hydrogen chloride (1/1)HCID 68692760(E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

Produkt 1

HCID 178518278HCID 178518278, VerbindungAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (0.26 g, 0.94 mmol) and 4-aminomethyl-1H-pyridin-2-one hydrochloride (0.15 g, 0.94 mmol) were coupled in tetrahydrofuran (5 mL) and N,N-dimethylformamide (3 mL) with triethylamine (0.28 g) at room temperature overnight. After the addition of water, the solid material is collected by Buchner filtration, washed with diethyl ether, water, and methanol, and dried under vacuum to give (4Z)-6-bromo-4-({[(2-oxo-1,2-dihydropyridin-4-yl)methyl]amino}methylene)isoquinoline-1,3(2H,4H)-dione (0.19 g, 54%) as a gray powder.

Aufarbeitung

  1. customat room temperature
  2. customovernight
  3. filtrationthe solid material is collected by Buchner filtration
  4. washwashed with diethyl ether, water, and methanol
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8d6e454cc0a048a9adc2c189dafbf054
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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