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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 391283Erstellt: 24. Oktober 2026

Sodium Carbonate → 2-Chloro-4-(5-formyl-pyridin-3-yl)-benzonitrile

https://huagongshe.com/de/reaction/391283

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbaldehydeHCID 4992640—
Edukt4-Bromo-2-chlorobenzonitrileHCID 7010420—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Chloro-4-(5-formyl-pyridin-3-yl)-benzonitrileHCID 59578397—

Reaktionsschritte

A mixture of 4-bromo-2-chlorobenzonitrile (1.082 g, 5 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinaldehyde (1.165 g, 5.00 mmol), Pd(PPh3)4 (0.144 g, 0.125 mmol), sodium carbonate (2.5 mL, 5.00 mmol) in 1,4-dioxane (20 mL) was heated to reflux for 6 h. After cooling to room temperature, the solid was filtered and washed by ethyl acetate and water. After drying under vacumn, yellow powder was collected (1 g). 1H NMR (400 MHz, CDCl3): δ 7.63 (dd, J=1.68, 8 Hz, 1H), 7.79 (d, J=1.68 Hz, 1H), 7.83 (d, J=8 Hz, 1H), 8.35 (dd, J=2.24 Hz, 2.04 Hz, 1H), 9.07 (d, J=2.36 Hz, 1H), 9.15 (d, J=1.88 Hz, 1H), 10.22 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08383827B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-a87afc1f2deb48afa22eb7d07f862bdc
Quellennotizuspto-grants-2013_02