Sodium Acetate → 4-[5-Benzyl-3-(4-chloro-phenyl)-[1,2,4]triazol-1-yl]-6-pyridin-2-yl-[1,3,5]triazin-2-ylamine

HRID 1064538

Reaktionsgleichung

[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9](=O)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=S)=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+].C(O)(=O)C.O1CCOCC1.[NH:35]([C:37]1[N:42]=[C:41]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=2)[N:40]=[C:39]([NH2:49])[N:38]=1)[NH2:36]>O>[CH2:10]([C:9]1[N:35]([C:37]2[N:42]=[C:41]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=3)[N:40]=[C:39]([NH2:49])[N:38]=2)[N:36]=[C:6]([C:5]2[CH:18]=[CH:19][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:8]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

Reaktionsbedingungen

Temperatur: 90 °C

Versuchsvorschrift

To a solution of N-(4-chloro-thiobenzoyl)-2-phenyl-acetamide (0.536 g, 1.85 mmol) and sodium acetate (ca. 0.25 g) in 1:1 acetic acid/1,4-dioxane (30 mL) was added 4-hydrazino-6-pyridin-2-yl-[1,3,5]triazin-2-ylamine (0.376 g, 1.85 mmol). The solution was heated to 90° C. and stirred for 15 hours. The reaction mixture was allowed to cool to room temperature, and water (100 mL) was added. The precipitate was removed by filtration, triturated with hot ethanol (300 mL), and dried to provide 0.489 g (60%) of the product as a white solid: 1H NMR (DMSO-d6) δ 8.78 (d, J=4.3 Hz, 1H), 8.32 (d, J=6.1 Hz, 2H), 8.22 (d, J=7.8 Hz, 1H), 8.06 (d, J=8.5 Hz, 2H), 7.96 (dt, J=1.5, 7.8 Hz, 1H), 7.62-7.57 (m, 3H), 7.36-7.26 (m, 2H), 7.24-7.22 (m, 2H), 7.19-7.16 (m, 1H), 4.90 (s, 2H) ppm.

Aufarbeitung

temperatureto cool to room temperature
customThe precipitate was removed by filtration
customtriturated with hot ethanol (300 mL)
customdried

Quellen und Nachweise

ORD-Eintrag: ord-808abe6902604087a04258269bef1ece
Quelldatensatz: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06969728B2

Verknüpfte Notizen

Wird geladen…