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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 69664Erstellt: 25. Oktober 2026

Diisopropylethylamine → (R)-ethyl 4-(4-((6-oxo-5,6,6a,7,9,10-hexahydropyrido[3,2-e][1,4]thiazino[4,3-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzoate

https://huagongshe.com/reaction/69664

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktEthyl 4-(piperazin-1-yl)benzoateHCID 2761178—
Edukt(Cyanomethyl)trimethylphosphanium iodideHCID 10514344—
Edukt(R)-3-(hydroxymethyl)-6a,7,9,10-tetrahydropyrido[3,2-e][1,4]thiazino[4,3-a]pyrazin-6(5H)-oneHCID 58324367—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
LösungsmittelPropionitrileHCID 7854—
Produkt(R)-ethyl 4-(4-((6-oxo-5,6,6a,7,9,10-hexahydropyrido[3,2-e][1,4]thiazino[4,3-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzoateHCID 5832446782%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a suspension of (R)-3-(hydroxymethyl)-6a,7,9,10-tetrahydropyrido[3,2-e][1,4]thiazino[4,3-a]pyrazin-6(5H)-one (333 mg, 1.325 mmol) in propiononitrile (3313 μl) was added (cyanomethyl)trimethylphosphonium iodide (386 mg, 1.590 mmol) and DIPEA (694 μl, 3.98 mmol) and finally ethyl 4-(piperazin-1-yl)benzoate (310 mg, 1.325 mmol). The vial was heated to 90° C. for 12 hours. The reaction was then cooled to room temperature, diluted with EtOH (8 ml) and water (1 mL), then filtered. The precipitate was filtered off and dried in vacuum to afford the title compound 508 mg, 82%) as a white solid. [M+H] calc'd for C24H29N5O3S, 468; found, 468.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822470B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-da3272ea1ad142879f877e8e629e8182
Quellennotizuspto-grants-2014_09