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HRID 219922Erstellt: 24. Oktober 2026

Oxalyl chloride → 4-(5-{6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylpyridin-3-yl}-1,2,4-oxadiazol-3-yl)benzenesulfonamide

https://huagongshe.com/de/reaction/219922

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxalyl chlorideHCID 65578—
Eduktp-CyanobenzenesulphonamideHCID 76566—
EduktDiisopropylethylamineHCID 81531—
EduktN-hydroxy-4-sulfamoylbenzene-1-carboximidamideHCID 612025—
Edukt6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinic acidHCID 59495823—
Produkt4-(5-{6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylpyridin-3-yl}-1,2,4-oxadiazol-3-yl)benzenesulfonamideHCID 25256472—

Reaktionsschritte

Oxalyl chloride (122 mL; 1.44 mmol), Intermediate 29 (120 mg; 0.48 mmol), 4-(aminosulfonyl)-N′-hydroxybenzenecarboximidamide, prepared as described in WO 2006/013104 A1 from 4-cyanobenzene-1-sulfonamide (ABCR; CD10716), (103 mg; 0.48 mmol, 1 eq.) and DIEA (248 mL; 1.44 mmol) were reacted according to the procedure described for Example 38. Purification by column chromatography (from cHex/EtOAc, 50/50 to EtOAc) followed by recrystallisation from DCM/n-pentane afforded the title compound as a yellow solid. LC/MS (Method A): 430.3 (M+H)+. HPLC (Method A) Rt 2.80 min (purity 93.1%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202865B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-9f2657bfda694a018f714d5bbfa4d27f
Quellennotizuspto-grants-2012_06