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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 486480Erstellt: 24. Oktober 2026

2-Methylpyrazine → HCID 54206036, Verbindung

https://huagongshe.com/de/reaction/486480

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-MethylpyrazineHCID 7976—
EduktLithium diisopropylamideHCID 2724682—
Edukt2-oxo-2-phenylacetic acid (3R)-1-azabicyclo[2.2.2]oct-3-yl esterHCID 22850700—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 54206036HCID 54206036—

Reaktionsschritte

2-Methylpyrazine (0.94 g) in tetrahydrofuran (THF) (5 ml) was added dropwise to lithium diisopropylamide (LDA) (7.51 ml of a 1.5 molar solution in THF) in THF (20 ml) at -78° C. After 0.75 hour a solution of (R)-3-quinuclidinyl 2-phenylglyoxalate (see Preparation 2) (2.59 g) in THF (20 ml) was added, the reaction mixture was allowed to reach room temperature, stirred for 1 hour and partitioned between ethyl acetate and 10% aqueous potassium carbonate. The organic layer was then dried over magnesium sulphate and evaporated to leave a residue which was purified by chromatography on silica gel performing a gradient elution using chloroform plus methanol (0→15%). Appropriate fractions were combined and evaporated to give the title compound, as a yellow oil (1.4 g, 39%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05292749
Quelldatensatzuspto-grants-1994_03
ORD IDord-4d2a6e14c26f4d4594f72d9e9719aae0
Quellennotizuspto-grants-1994_03