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HRID 506158Erstellt: 26. Oktober 2026

Potassium Phosphate, Tribasic → 4-(1H-indol-4-ylamino)-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]nicotinonitrile

https://huagongshe.com/reaction/506158

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt4-AminoindoleHCID 583431—
Edukt2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
Edukt4-Chloro-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]nicotinonitrileHCID 68465303—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt4-(1H-indol-4-ylamino)-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]nicotinonitrileHCID 2486507133%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a stirred solution of 4-chloro-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]-nicotinonitrile (100 mg, 0.313 mmol), 4-aminoindole (62 mg, 0.47 mmol), DavePhos (37 mg, 0.094 mmol), and K3PO4 (99.8 mg, 0.47 mmol) in 4 mL of anhydrous ethylene glycol dimethyl ether was added Pd2(dba)3 (28.7 mg, 0.031 mmol). The mixture was heated to 90° C. for 2 h, then cooled, filtered through celite, concentrated in vacuo, and crystallized by tritration with ether/hexane to yield 42.5 mg (33% yield) of the title compound 153 as a tan solid. MS: 415.1 (M+H), HPLC retention time: 7.70 min(b).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07781591B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-feed64999c964000b05bdf1cd65abd7b
Quellennotizuspto-grants-2010_08