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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75925Erstellt: 24. Oktober 2026

Ethyl Acetate → 6-Bromo-N-(4-fluorobenzyl)pyridin-2-amine

https://huagongshe.com/de/reaction/75925

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
Edukt4-Fluorobenzyl chlorideHCID 9602—
Edukt2-Amino-6-bromopyridineHCID 300809—
EduktSodium t-butoxideHCID 23676156—
LösungsmittelTolueneHCID 1140—
Produkt6-Bromo-N-(4-fluorobenzyl)pyridin-2-amineHCID 6396406463%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a suspension of 6-bromopyridin-2-amine (500 mg, 2.89 mmol), sodium tert-butoxide (695 mg, 7.24 mmol) in anhydrous toluene (20 ml) was added 4-fluorobenzylchloride (415 mg, 2.90 mmol) at room temperature. The reaction mixture was heated at 100° C. overnight. EtOAc was added and the mixture was washed with brine and was concentrated. Flash chromatography (10-14% EtOAc in hexanes) gave the title compound (506 mg, 63%). 1H NMR (CDCl3) δ 4.40 (m, 2H), 4.95 (br s, 1H), 6.20 (m, 1H), 6.73 (m, 1H), 7.00 (m, 2H), 7.25 (m, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835465B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-412ecf97f443442880d9bf75aff4bf4f
Quellennotizuspto-grants-2014_09