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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 337044Erstellt: 24. Oktober 2026

Cyclopropylamine → N-Cyclopropyl-4-methyl-3-[3-[[[2-(methylthio)phenyl]methyl]amino]-2-oxo-1(2H)-pyrazinyl]-benzamide

https://huagongshe.com/de/reaction/337044

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclopropylamineHCID 69828—
Edukt2-(Methylthio)benzylamineHCID 2736981—
Edukt4-Methyl-3-(2-oxo-3-phenoxy-1(2H)-pyrazinyl)-benzoic acid, methyl esterHCID 86663239—
EduktHCID 178419650HCID 178419650—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-Cyclopropyl-4-methyl-3-[3-[[[2-(methylthio)phenyl]methyl]amino]-2-oxo-1(2H)-pyrazinyl]-benzamideHCID 66686300—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of 4-methyl-3-(2-oxo-3-phenoxy-2H-pyrazin-1-yl)-benzoic acid, methyl ester (Example 128a, 111 mg), 2-(methylthio)-benzenemethanamine (100 mg) and tetrahydrofuran (1 mL) was heated within a microwave for 5 h at 120° C. before being cooled to room temperature. Cyclopropylamine (0.2 mL) was added followed by addition of cyclopentylmagnesium bromide (2M in diethyl ether, 0.8 mL). The mixture was stirred for 10 min., quenched with sat. NH4Cl and extracted into ethyl acetate. The organic phase was concentrated in vacuo. Purification by preparative HPLC (Gemini column, 0.1% ammonia:acetonitrile eluent) afforded the title compound as a solid (39 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889692B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-c25f112a054e4f8a8e90ad4b9bef77e6
Quellennotizuspto-grants-2014_11