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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1524634Erstellt: 27. Oktober 2026

Sodium Chloride → t-Butyl 5-methylpyrazine-2-carboxylate

https://huagongshe.com/reaction/1524634

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktEthyl AcetateHCID 8857—
Edukt5-Methyl-2-pyrazinecarboxylic acidHCID 122831—
EduktTert-butyl 2,2,2-trichloroethanimidateHCID 2734700—
LösungsmittelTetrahydrofuranHCID 8028—
Produktt-Butyl 5-methylpyrazine-2-carboxylateHCID 5747568399,6%

Reaktionsschritte

A boron trifluoride-diethyl ether complex (91.7 μL) was added dropwise to a suspension of 2-methylpyrazine-5-carboxylic acid (1 g) and tert-butyl 2,2,2-trichloroacetimidate (4.75 g) in THF (20 mL) under ice-cooling. The reaction solution was warmed to RT, followed by stirring for 2 h. A saturated NaCl solution and EtOAc were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous MgSO4, and the insoluble matter was separated by filtration. The filtrate was concentrated and purified by silica gel column chromatography to obtain the title compound (1.4 g). 1H-NMR (CDCl3) δ (ppm): 1.65 (s, 9H), 2.65 (s, 3H), 8.57 (d, J=1.2 Hz, 1H), 9.10 (d, J=1.6 Hz, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09079914B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-05deb697799643f3b3d9c0332fc52531
Quellennotizuspto-grants-2015_07