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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 369029Erstellt: 25. Oktober 2026

Sodium Carbonate → 6-Phenyl-8-(3-nitrophenyl)-1,7-naphthyridine

https://huagongshe.com/reaction/369029

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
EduktPhenylboronic AcidHCID 66827—
Edukt6-Trifluoromethylsulfonyloxy-8-(3-nitrophenyl)-1,7-naphthyridineHCID 10810934—
Katalysator1,5-Diphenylpenta-1,4-dien-3-one;palladiumHCID 154270—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt6-Phenyl-8-(3-nitrophenyl)-1,7-naphthyridineHCID 10711281—

Reaktionsschritte

To a solution of 6-trifluoromethylsulfonyloxy-8-(3-nitrophenyl)-1,7-naphthyridine (300 mg, 0.75 mmol; prepared according to example 8) in tetrahydrofuran (5 ml) is added phenylboronic acid (118 mg, 0.97 mmol, bis(dibenzylideneacetone) palladium (18 mg, 0.03 mmol), triphenylphosphine (16 mg, 0.06 mmol) and aqueous Na2CO3 (2N, 1.44 ml). The solution is kept at 60° C. for 20 h. The solution is diluted with ethyl acetate, filtered and washed with 1N NaOH and water. The solvent is removed in vacuo to give pure product. Mass M+H 328. mp 172-175° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06136821
Quelldatensatzuspto-grants-2000_10
ORD IDord-7cb50492b9bc48328debc03e0aaab1ab
Quellennotizuspto-grants-2000_10