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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 84760Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/84760

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSilicon tetrachlorideHCID 24816—
EduktSodium AzideHCID 33557—
EduktSodium BicarbonateHCID 516892—
Edukt3-(5-Chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl esterHCID 57851430—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-(5-Chloro-pyridin-2-yl)-5-(5-isopropyl-tetrazol-1-yl)-benzoic acid methyl esterHCID 5785160490,1%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

3-(5-Chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl ester (1.90 g, 5.71 mmol) was dissolved in acetonitrile, and NaN3 (3.71 g, 5.71 mmol) and SiCl4 (1.64 mL, 14.28 mmol) were added. The reaction mixture was stirred at 60° C. for 18 hours, then cooled and poured in to cold saturated aqueous NaHCO3. The resulting mixture was extracted with EtOAc, and the combined organic layers were dried (MgSO4), filtered and concentrated under reduced pressure to give 1.84 g of 3-(5-chloro-pyridin-2-yl)-5-(5-isopropyl-tetrazol-1-yl)-benzoic acid methyl ester, MS (M+H)=358.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846945B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d200197e475f407bb45af5c3ae9065d5
Quellennotizuspto-grants-2014_09