1-Ethylhydrazinecarboxamide → 1-ethyl-1-[(E)-1-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]ethylideneamino]urea
Reaktionsgleichung
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][N:12]3[C:16]4=[N:17][C:18]([C:21](=O)[CH3:22])=[CH:19][N:20]=[C:15]4[N:14]=[N:13]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:24]([N:26]([C:28]([NH2:30])=[O:29])[NH2:27])[CH3:25]>>[CH2:24]([N:26]([C:28]([NH2:30])=[O:29])/[N:27]=[C:21](/[C:18]1[N:17]=[C:16]2[N:12]([CH2:11][C:7]3[CH:6]=[C:5]4[C:10](=[CH:9][CH:8]=3)[N:1]=[CH:2][CH:3]=[CH:4]4)[N:13]=[N:14][C:15]2=[N:20][CH:19]=1)\[CH3:22])[CH3:25]Komponenten
3
Versuchsvorschrift
The title compound was prepared in 57% yield as a white solid in analogy to the synthesis of example 52 from 1-(1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone and 1-ethylhydrazine-carboxamide. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.61 (s, 1H), 8.89 (d, 1H), 8.36 (d, 1H), 8.03 (s, 1H), 8.00 (d, 1H), 7.83 (d, 1H), 7.53 (m, 1H), 6.61 (d, 2H), 6.22 (s, 2H), 3.80 (q, 2H), 2.42 (s, 3H), 1.07 (t, 3H). LCMS (method B): [MH]+=390, tR=1.98 min.
Quellen und Nachweise
- ORD-Eintrag
- ord-29b5665190df4c4a83b53568c207f034
- Quelldatensatz
- uspto-grants-2013_07
- Patentnummer
- US08497368B2
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