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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 907530Erstellt: 24. Oktober 2026

tert-Butanol → 3'-(Pyridin-4-ylmethoxy)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid tert-butyl ester

https://huagongshe.com/de/reaction/907530

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-ButanolHCID 6386—
Edukt4-HydroxymethylpyridineHCID 11472—
EduktTert-butyl 4-(3-chloropyrazin-2-yl)piperazine-1-carboxylateHCID 11150691—
EduktPotassium tert-butylbutoxideHCID 23710422—
Produkt3'-(Pyridin-4-ylmethoxy)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid tert-butyl esterHCID 5901376171,2%

Reaktionsschritte

To a round bottom flask equipped with a magnetic stir bar was added 3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester (7.89 g, 26.4 mmol, 1.0 eq.), pyridin-4-yl-methanol (3.74 g, 34.3 mmol, 1.3 eq) and 1M potassium tert-butyl butoxide in t-butanol (72 ml, 72 mmol, 2.7 eq). The reaction was then stirred overnight at room temperature after which the solvent was removed. The solid was then diluted with EtOAc, washed 3× with water, 2×NaHCO3, 2× with brine, and dried over NaSO4. Purification was then accomplished on column chromatography with the eluent being 1:2 ethyl acetate/hexane and 2% TEA. Removal of the solvent resulted in the title compound as a cream solid (6.98 g, 33% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08013156B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-eb4fda5104744989bb27fecf083c856d
Quellennotizuspto-grants-2011_09