Reaktionsgleichung
[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[C:13]([OH:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[S:5][CH:6]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][C:23]1[CH:32]=[CH:31][CH:30]=[C:29]2[C:24]=1[N:25]=[CH:26][CH:27]=[N:28]2.[ClH:33]>>[ClH:33].[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[C:13]([O:14][CH2:22][C:23]3[CH:32]=[CH:31][CH:30]=[C:29]4[C:24]=3[N:25]=[CH:26][CH:27]=[N:28]4)=[CH:12][CH:11]=[CH:10][N:9]=2)[S:5][CH:6]=1Komponenten
5
Versuchsvorschrift
2-(4-Methylthiazol-2-ylamino)pyridin-3-ol (prepared according to Example 3, Step A; 70 mg, 0.338 mmol), potassium carbonate (117 mg, 0.844 mmol) and 5-(bromomethyl)quinoxaline (75.3 mg, 0.338 mmol) [Hardie, M. J., Org. Biomol. Chem. (2004), 2(20), 2958] were reacted according to Example 3, Steps B and C, to provide N-(4-methylthiazol-2-yl)-3-(quinoxalin-5-ylmethoxy)pyridin-2-amine hydrochloride (41.1 mg, 31.5% yield) as a yellow solid after HCl salt formation. 1H NMR (d6-DMSO) δ 9.12 (d, 1H), 9.07 (d, 1H), 8.26 (d, 1H), 8.16 (d, 1H), 8.04 (d, 1H), 7.93 (t, 1H), 7.73 (d, 1H), 7.15 (dd, 1H), 6.85 (s, 1H), 5.88 (s, 2H), 2.33 (s, 3H). Mass spectrum (apci) m/z=350.0 (M+H-HCl).
Quellen und Nachweise
- ORD-Eintrag
- ord-d6332766821d480899a75ad0d497c513
- Quelldatensatz
- uspto-grants-2015_01
- Patentnummer
- US08933077B2
Verknüpfte Notizen
Wird geladen…