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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 389207Erstellt: 25. Oktober 2026

1,2-Dimethoxyethane → 2-Amino-4'-bromo-3'-methoxybiphenyl-4-carbonitrile

https://huagongshe.com/reaction/389207

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DimethoxyethaneHCID 8071—
EduktCesium fluorideHCID 25953—
Edukt1-Bromo-4-iodo-2-methoxybenzeneHCID 12187202—
Edukt2-Amino-4-cyanobenzeneboronic acid hydrochlorideHCID 44118766—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Amino-4'-bromo-3'-methoxybiphenyl-4-carbonitrileHCID 59408882—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a mixture of the product from Step 1, -bromo-4-iodo-2-methoxybenzene (750 mg, 2.4 mmol), CsF (1.09 g, 7.2 mmol), (2-amino-4-cyanophenyl)boronic acid hydrochloride (390 mg, 2.4 mmol), and Pd(PPh3)4 (277 mg, 0.24 mmol) was added DME (15 mL) under nitrogen. It was then heated to 100° C. After 36 hours, EtOAc and water were added to the resulting thick red suspension. The organic layer was washed with brine, dried over Na2SO4, and the solvent was removed in vacuo. The residue was purified on silica (gradient elution, 3-50% EtOAc/hexanes) to yield the title compound as a red oil. LRMS (M+H)+=303.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08377874B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-f67ab53650414a3d9211dda5317f50ee
Quellennotizuspto-grants-2013_02