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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1429630Erstellt: 25. Oktober 2026

Dimethylformamide → t-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylate

https://huagongshe.com/reaction/1429630

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktDimethylformamide dimethyl acetalHCID 78373—
Eduktt-Butyl 5-methylpyrazine-2-carboxylateHCID 57475683—
LösungsmittelEthyl AcetateHCID 8857—
Produktt-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylateHCID 57475684—

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

A mixture of t-butyl 5-methylpyrazine-2-carboxylate (1.35 g), DMF (25 mL) and N,N-dimethylformamide dimethylacetal (25 mL) was stirred at 130° C. for 5 h. The reaction solution was cooled to RT and diluted with EtOAc. The mixture was washed with a saturated NaCl solution three times. The organic layer was dried over anhydrous MgSO4, and the insoluble matter was separated by filtration. The filtrate was concentrated and the residue was purified by silica gel column chromatography to obtain the title compound (648 mg). 1H-NMR (CDCl3) δ (ppm): 1.63 (s, 9H), 3.00 (s, 6H), 5.16 (d, J=12.8 Hz, 1H), 7.72 (d, J=12.8 Hz, 1 H), 8.16 (d, J=1.2 Hz, 1H), 8.81 (d, J=1.6 Hz, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08940734B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-11f0504771a747e79eb33b206549c666
Quellennotizuspto-grants-2015_01