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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 553807Erstellt: 26. Oktober 2026

Silicon tetrachloride → 2-Fluoro-5-(5-isopropyl-tetrazol-1-yl)-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester

https://huagongshe.com/reaction/553807

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSilicon tetrachlorideHCID 24816—
EduktSodium AzideHCID 33557—
Edukt2-Fluoro-5-isobutyrylamino-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl esterHCID 66664233—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-Fluoro-5-(5-isopropyl-tetrazol-1-yl)-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl esterHCID 5774981390.822,203%

Reaktionsschritte

2-Fluoro-5-isobutyrylamino-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester (690 mg, 1.89 mmol), NaN3 (1.1 g, 17 mmol) and SiCl4 (964 mg, 5.67 mmol) were added 20 mL acetonitrile, and the reaction mixture refluxed for 18 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was dissolved in saturated aqueous NaHCO3, and the resulting mixture was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give 610 g (83%) of 2-fluoro-5-(5-isopropyl-tetrazol-1-yl)-3-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08048905B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-70b9b0070fcf4064a763fe87ee09ed02
Quellennotizuspto-grants-2011_11