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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1496649Erstellt: 26. Oktober 2026

Water → methyl N-[[2-chloro-5-[1-[3-(1-methylethyl)-1,2,4-thiadiazol-5-yl]-1H-pyrazol-3-yl]phenyl]methyl]carbamate

https://huagongshe.com/reaction/1496649

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt5-Chloro-3-(propan-2-yl)-1,2,4-thiadiazoleHCID 12874683—
EduktHCID 178502067HCID 178502067—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produktmethyl N-[[2-chloro-5-[1-[3-(1-methylethyl)-1,2,4-thiadiazol-5-yl]-1H-pyrazol-3-yl]phenyl]methyl]carbamateHCID 66790093—

Reaktionsbedingungen

Temperatur165 °C

Reaktionsschritte

A mixture of methyl N-[[2-chloro-5-(1H-pyrazol-3-yl)phenyl]methyl]carbamate (i.e. the product of Step B, Example 4) (0.02 g, 0.75 mmol), 5-chloro-3-(1-methylethyl)-1,2,4-thiadiazole (i.e. the product of Step A) (0.61 g, 3.75 mmol) and potassium carbonate (0.25 g, 1.5 mmol) in N-methyl-2-pyrrolidinone (2.5 mL) was heated in a Biotage Creator XM microwave apparatus at 165° C. for 15 minutes. The reaction mixture was poured into water (60 mL), and the aqueous mixture was extracted with ethyl acetate (2×50 mL). The combined organic extracts were washed with water, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by medium pressure liquid chromatography (0 to 100% gradient of ethyl acetate in hexanes as eluant) to provide the title compound, a compound of the present invention, as a solid (0.5 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09198433B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-608a571d25ee44bcb4ed761127bee3a2
Quellennotizuspto-grants-2015_12