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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33536Erstellt: 24. Oktober 2026

1,2-Dimethoxyethane → 6-(3-Chloro-phenyl)-pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/33536

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DimethoxyethaneHCID 8071—
EduktCesium carbonateHCID 10796—
EduktMethyl 5-bromopyridine-3-carboxylateHCID 699336—
Edukt2-(3-Chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 10037225—
KatalysatorHCID 178418397HCID 178418397—
Produkt6-(3-Chloro-phenyl)-pyridine-2-carboxylic acid methyl esterHCID 6910684983%

Reaktionsschritte

104 mg (0.09 mmol)Pd(PPh3)4, 1.5 g (6.29 mmol) of 3-chlorophenylboronic acid pinacol ester 2.86 ml (8.58 mmol) and 3M cesium carbonate solution were added under argon at room temperature to a solution of 1.24 g (5.72 mmol) methyl-5-bromo-pyridine-3-carboxylate in 45 ml dimethoxyethane and the mixture was heated to reflux for 30 min. The reaction mixture was cooled to room temperature and evaporated. The residue was taken up with ethyl acetate, washed with water, dried over sodium sulphate and evaporated. Chromatography on silica (eluent: ethyl acetate/n-heptane 1:3) gave 1.42 g (83%) of 6-(3-Chloro-phenyl)-pyridine-2-carboxylic acid methyl ester

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429605B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-0a866843f27743d892c6a85afdab0db5
Quellennotizuspto-grants-2008_09