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HRID 335166Erstellt: 24. Oktober 2026

Acetic Anhydride → 1-(4-(5-(3-Phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone

https://huagongshe.com/de/reaction/335166

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
EduktTetrahydrofuranHCID 8028—
Edukt3-Phenoxy-N-(3-(piperidin-4-yl)-1,2,4-thiadiazol-5-yl)-5-(pyridin-2-ylthio)pyridin-2-amineHCID 57742792—
LösungsmittelWaterHCID 962—
Produkt1-(4-(5-(3-Phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanoneHCID 5774263454,5%

Reaktionsschritte

3-Phenoxy-N-(3-(piperidin-4-yl)-1,2,4-thiadiazol-5-yl)-5-(pyridin-2-ylthio) pyridin-2-amine (0.075 g, 0.16 mmol), TEA (0.090 mL, 0.65 mmol), and acetic anhydride (0.017 g, 0.16 mmol) were added to THF and stirred for 3 hr. Water was added and extracted with CH2Cl2. The organic layer was dried, filtered, and concentrated. The residue was purified by silica gel (5% MeOH in CH2Cl2) to provide the title compound (0.044 g, 54% yield). 1H NMR (d6-DMSO) δ 12.34 (s, 1H), 8.38 (m, 2H), 7.67 (dt, 1H), 7.48 (d, 1H), 7.42 (t, 2H), 7.21-7.11 (m, 5H), 4.32 (d, 1H), 3.84 (d, 1H), 3.19 (m, 1H), 3.05 (m, 1H), 2.76 (t, 1H), 2.01 (m, 5H), 1.74 (m, 1H), 1.59 (m, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883828B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-db85b0a3918243db96d1dae71cb63348
Quellennotizuspto-grants-2014_11