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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1692874Erstellt: 26. Oktober 2026

Sodium triacetoxyborohydride → 2-(1-((2-chloro-6-morpholino-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

https://huagongshe.com/reaction/1692874

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt2-(4-Piperidyl)-2-propanolHCID 5200321—
Edukt2-chloro-6-morpholin-4-yl-9-(tetrahydropyran-2-yl)-9H-purine-8-carbaldehydeHCID 59603464—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt2-(1-((2-chloro-6-morpholino-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-olHCID 5960353998,4%

Reaktionsschritte

A mixture of 2-chloro-6-morpholino-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-8-carbaldehyde (245 mg, 0.696 mmol), 2-(4-piperidyl)-2-propanol (110 mg, 0.77 mmol) and sodium triacetoxyborohydride (162 mg, 0.77 mmol) in 1,2-dichloroethane (10 mL) was stirred at room temperature for 30 minutes. The reaction mixture was then diluted with saturated aqueous sodium bicarbonate. The aqueous layer was then extracted with DCM. The combined organic extracts were then washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash chromatography (0-100% gradient EtOAc-heptane) to give the title compound (328 mg, 98%). LCMS: M+H+=480.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08158625B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-2e57d51323a34bf2ab721a3ded651eae
Quellennotizuspto-grants-2012_04