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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1479833Erstellt: 24. Oktober 2026

Sodium Bicarbonate → HCID 90391307, Verbindung

https://huagongshe.com/de/reaction/1479833

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
Edukt2-Chloro-6-(pyrrolidin-1-yl)pyridine-4-carbonitrileHCID 83074580—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktHCID 90391307HCID 9039130777%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A solution of nitrile 25A (2.58 g, 12.5 mmol) in DME (90 mL) was added with 4-trifluoromethoxy phenyl boronic acid (2.64 g, 1.0 mol eq,) and NaHCO3 (3.15 g, 3 mol eq,) suspended in water (45 mL). The mixture was degassed under vacuum, then Palladium Tetrakis was added (catalytic amount) and the reaction was stirred at 100° C. under inert atmosphere for 12 h. The solvent was removed under reduced pressure and water was added to the residue (80 mL). The aqueous phase was extracted with EtOAc (3×60 mL) and the combined organic layer was washed with brine (80 mL) and dried over Na2SO4. The solvent was evaporated under vacuum to afford 26C as deliquescent yellow solid (3.2 g, 9.6 mmol, 77% Yield). 1HNMR (DMSO, 400 MHz) δ 1.85 (m, 4H), 3.42 (m, 4H), 6.38 (s, 1H), 7.08 (s, 1H), 7.38 (d, 2H, J=8), 8.05 (d, 2H, J=8).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09409864B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-084463b54b1a49479a6862e8155bae12
Quellennotizuspto-grants-2016_08