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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 592746Erstellt: 25. Oktober 2026

Potassium Phosphate, Tribasic → (4-(5-(1,2,4-Triazin-3-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)pyridin-3-yl)methyl Acetate

https://huagongshe.com/reaction/592746

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
EduktSodium AcetateHCID 517045—
Edukt(2-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methyl acetateHCID 86684143—
Edukt3-(1,2,4-Triazin-3-ylamino)-5-bromo-1-methylpyridin-2(1H)-oneHCID 86684306—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt(4-(5-(1,2,4-Triazin-3-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)pyridin-3-yl)methyl AcetateHCID 8668430799%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 172a (200 mg, 0.71 mmol), 3-(acetoxymethyl)-2-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)pyridin-4-ylboronic acid 113i (272 mg, 0.71 mmol), Pd(dppf)Cl2 (58 mg, 0.071 mmol), sodium acetate (193 mg, 1.42 mmol), K3PO4 (321 mg, 1.42 mmol), water (0.5 mL) and acetonitrile (10 mL). After three cycles of vacuum/argon flush, the mixture was stirred at 100° C. for 3 h. After this time the reaction was filtered and the filtrate was evaporated in vacuo. The resulting residue was recrystallized from ethyl acetate to afford 172b as yellow solid (380 mg, 99%). MS-ESI: [M+H]+ 541.2

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238655B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-04611d56216d45c38d6564b8d7d295e3
Quellennotizuspto-grants-2016_01