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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 337170Erstellt: 24. Oktober 2026

Dimethylformamide → methyl 3-(3-bromo-2-oxopyrazin-1(2H)-yl)-4-chlorobenzoate

https://huagongshe.com/de/reaction/337170

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktEthanedioyl dibromideHCID 84841—
Eduktmethyl 4-chloro-3-(2,3-dioxo-3,4-dihydropyrazin-1(2H)-yl)benzoateHCID 66690376—
LösungsmittelDichloromethaneHCID 6344—
Produktmethyl 3-(3-bromo-2-oxopyrazin-1(2H)-yl)-4-chlorobenzoateHCID 66689444—

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

A suspension of methyl 4-chloro-3-(2,3-dioxo-3,4-dihydropyrazin-1(2H)-yl)benzoate (Example 330d, 8 g) in DCM (80 mL) was treated with N,N-dimethylformamide (0.220 mL) and oxalyl bromide (2.94 mL) dropwise over 5 min at room temperature under nitrogen. The resulting mixture was stirred at 20° C. for 16 h. The reaction mixture turned black and was evaporated to afford crude product. Purification (SiO2 chromatography eluting with 30% diethyl ether in dichloromethane) gave the subtitle compound (6.33 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889692B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-271e63ae36d64fd78b65832e5789dbc4
Quellennotizuspto-grants-2014_11