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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42272Erstellt: 25. Oktober 2026

Diisopropylethylamine → Ethyl 3-iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/42272

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
EduktHCID 178469927HCID 178469927—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelSodium chloride; waterHCID 57417360—
ProduktEthyl 3-iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazole-4-carboxylateHCID 67505121—

Reaktionsschritte

To a solution of EXAMPLE 59A (1.3 g, 5 mmole) and diisopropyl-ethyl amine (1.3 mL, 7.5 mmole) in dichloromethane (20 mL) at ambient temperature was added 2-(trimethylsilyl)ethoxymethyl chloride (1.25 g, 7.5 mmole) dropwise. The solution was stirred overnight. Brine (20 mL) was added and the mixture was extracted with ethyl acetate. The mixture was dried with magnesium sulfate, filtered and concentrated. The residue was purified on a silica gel column eluting with 25% ethyl acetate in hexane. The two regioisomers were isolated as a mixture. MS (DCI) m/e 397 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536180B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-34c59c89e1c0457e990b2b04352e16d5
Quellennotizuspto-grants-2013_09