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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 446283Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 2-Fluoro-5-[3-(4-methylamino-[1,3,5]triazin-2-yl)-pyridin-2-yloxy]-benzoic acid

https://huagongshe.com/reaction/446283

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
Edukt2-Fluoro-5-hydroxybenzoic acidHCID 2774480—
Edukt[4-(2-Chloro-pyridin-3-yl)-[1,3,5]triazin-2-yl]-methyl-amineHCID 16108979—
LösungsmittelWaterHCID 962—
Produkt2-Fluoro-5-[3-(4-methylamino-[1,3,5]triazin-2-yl)-pyridin-2-yloxy]-benzoic acidHCID 16109007—

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

To [4-(2-chloro-pyridin-3-yl)-[1,3,5]triazin-2-yl]-methyl-amine (6.90 g, 31.1 mmol), 2-fluoro-5-hydroxybenzoic acid (4.9 g, 31.1 mmol) and Cs2CO2 (20.3 g, 62.2 mmol) was added DMSO (25 mL). The mixture was heated overnight at 130° C. in a sealed tube. The cooled mixture was diluted with water and extracted with EtOAc. The aqueous layer was acidified (pH˜4) with TFA and the resulting solid was filtered, washed with water and dried to yield 2-fluoro-5-[3-(4-methylamino-[1,3,5]triazin-2-yl)-pyridin-2-yloxy]-benzoic acid. MS m/z=342 [M+1]+. Calc'd for C16H12FN5O3: 341.30.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08476434B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-ee70da6109704c228aa94413b2849513
Quellennotizuspto-grants-2013_07