Oxazol-2-ylmethanamine → 2-(4-Hydroxy-2-oxopyridin-1(2H)-yl)-4-methyl-N-(oxazol-2-ylmethyl)thiazole-5-carboxamide

HRID 1887279

Reaktionsgleichung

Reaktionsgleichung von HRID 1887279
[OH:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[S:9][C:10]([C:14]([OH:16])=O)=[C:11]([CH3:13])[N:12]=2)[C:4](=[O:17])[CH:3]=1.[O:18]1[CH:22]=[CH:21][N:20]=[C:19]1[CH2:23][NH2:24]>>[OH:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[S:9][C:10]([C:14]([NH:24][CH2:23][C:19]3[O:18][CH:22]=[CH:21][N:20]=3)=[O:16])=[C:11]([CH3:13])[N:12]=2)[C:4](=[O:17])[CH:3]=1

Komponenten

3

Edukt 2

HCID 18947655Oxazol-2-ylmethanamineHCID 547423412-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid

Produkt 1

HCID 577444592-(4-Hydroxy-2-oxopyridin-1(2H)-yl)-4-methyl-N-(oxazol-2-ylmethyl)thiazole-5-carboxamideAusbeute 25 %

Versuchsvorschrift

Following the procedure as described in Example 1, making variations only as required to use 2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid in place of 4-methyl-2-(2-oxo-4-phenylpyridin-1(2H)-yl)thiazole-5-carboxylic acid to react with oxazol-2-ylmethanamine, the title compound was obtained as a colorless solid in 25% yield: 1H NMR (300 MHz, DMSO-d6) δ 11.51 (s, 1H), 8.84 (t, J=5.7 Hz, 1H), 8.59 (d, J=8.0 Hz, 1H), 8.02 (s, 1H), 7.12 (s, 1H), 6.26 (dd, J=8.0, 2.5 Hz, 1H), 5.82 (d, J=2.5 Hz, 1H), 4.48 (d, J=5.7 Hz, 2H), 2.53 (s, 3H); MS (ES+) m/z 333.2 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-41e0b9464e4145108c2d82ff8d7d57c4
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501746B2

Verknüpfte Notizen

Wird geladen…