N,1-Dimethylhydrazine-1-carboxamide → 1-[(E)-1-[3-[(7-fluoroquinolin-6-yl)methyl]imidazo[1,2-b]pyridazin-6-yl]ethylideneamino]-1,3-dimethylurea

HRID 456072

Reaktionsgleichung

Reaktionsgleichung von HRID 456072
[CH3:1][NH:2][C:3]([N:5]([CH3:7])[NH2:6])=[O:4].[F:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[CH2:19][C:20]1[N:24]2[N:25]=[C:26]([C:29](=O)[CH3:30])[CH:27]=[CH:28][C:23]2=[N:22][CH:21]=1>>[F:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[CH2:19][C:20]1[N:24]2[N:25]=[C:26](/[C:29](=[N:6]/[N:5]([CH3:7])[C:3]([NH:2][CH3:1])=[O:4])/[CH3:30])[CH:27]=[CH:28][C:23]2=[N:22][CH:21]=1

Komponenten

3

Edukt 2

HCID 304021N,1-Dimethylhydrazine-1-carboxamideHCID 581905991-[3-(7-Fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]ethanone

Produkt 1

HCID 716998731-[(E)-1-[3-[(7-fluoroquinolin-6-yl)methyl]imidazo[1,2-b]pyridazin-6-yl]ethylideneamino]-1,3-dimethylureaAusbeute 21 %

Versuchsvorschrift

The title compound was prepared from N,1-dimethylhydrazine carboxamide and 1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-ethanone in analogy to the synthesis of example 1 in 21% yield. 1H-NMR (400 MHz, DMSO-d6) δ ppm 8.86 (dd, 1H), 8.31 (d, 1H), 8.06 (m, 2H), 7.97 (d, 1H), 7.77 (d, 1H), 7.73 (s, 1H), 7.47 (q, 1H), 6.90 (q, 1H), 4.59 (s, 2H), 3.19 (s, 3H), 2.68 (d, 3H), 2.37 (s, 3H). LCMS (method B): [MH]+=406, tR=2.27 min.

Quellen und Nachweise

ORD-Eintrag
ord-209bec646ed747fba0c39c0788c11f52
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08497368B2

Verknüpfte Notizen

Wird geladen…