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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1481312Erstellt: 26. Oktober 2026

Sodium hydride → 4-Bromo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazol-5-amine

https://huagongshe.com/reaction/1481312

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt3-Amino-4-bromopyrazoleHCID 140079—
Edukt2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Bromo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazol-5-amineHCID 9003496780,4%

Reaktionsschritte

To a solution of 4-bromo-1H-pyrazol-5-amine (1 g, 6.17 mmol) in THF (20 mL) at 0° C. was added NaH (0.494 g, 12.35 mmol) and stirred at the same temperature for 30 mins To this mixture was then added SEM-Cl (1.095 mL, 6.17 mmol) and slowly allowed to raise to rt and stirred at rt for 1 h. The reaction mix was then quenched with Satd. NH4Cl and then extracted with EtOAc, dried over Na2SO4, filtered, and concentrated. Purification by normal phase chromatography afforded 221A (1.45 g, 80% yield) as a pale yellow oil. MS (ESI) m/z: 292.0 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09409908B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-5339d04b8649486f81a9b6b40a30b900
Quellennotizuspto-grants-2016_08