Hydroxyamine hydrochloride → HCID 86650132, Verbindung

HRID 241774Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 241774
[F:1][C:2]([F:21])([F:20])[C:3](=O)[CH2:4][C:5]([C:7]1[C:16](=[O:17])[NH:15][C:10]2=[N:11][CH:12]=[CH:13][N:14]=[C:9]2[C:8]=1[OH:18])=[O:6].Cl.[NH2:23][OH:24]>C(O)C>[F:1][C:2]([F:21])([F:20])[C:3](=[N:23][OH:24])[CH2:4][C:5]([C:7]1[C:16](=[O:17])[NH:15][C:10]2=[N:11][CH:12]=[CH:13][N:14]=[C:9]2[C:8]=1[OH:18])=[O:6]

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 66851243HCID 66851243, Verbindung

Produkt 1

HCID 86650132HCID 86650132, VerbindungAusbeute 43,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of 4,4,4-trifluoro-1-(8-hydroxy-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-7-yl)-butane-1,3-dione (Example 6.3) (0.170 g) in ethanol (2 ml) was added hydroxylamine hydrochloride (0.050 g). The reaction mixture was heated to reflux for 4 hours and was then stored at ambient temperature for 16 hours. The solid was isolated by filtration and washed with ethanol, ethyl acetate, and diethyl ether and dried to give 4,4,4-trifluoro-1-(8-hydroxy-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-7-yl)-butane-1,3-dione 3-oxime as a brown solid (0.078 g). 1H-NMR (400 MHz, d6-DMSO): 3.61 (d, 1H), 3.86 (d, 1H), 8.57 (d, 1H), 8.67 (d, 1H), 12.35 (s, 1H) ppm.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 4 hours
  3. customThe solid was isolated by filtration
  4. washwashed with ethanol, ethyl acetate, and diethyl ether
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-bd82b8c0a9ce42fcb567b3ef1527b848
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653078B2

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