Reaktion #106

ord-fa122fe6774f45c5b7a107c1460052d3

Reaktionsgleichung

CN1Cc2ccc(Cl)nc2OC(c2ccccc2)C1
CN1Cc2ccc(Cl)nc2OC(c
Nc1ccc(-n2ccnc2)cc1
Nc1ccc(-n2ccnc2)cc1
CN1Cc2ccc(Nc3ccc(-n4ccnc4)cc3)nc2OC(c2ccccc2)C1
CN1Cc2ccc(Nc3ccc(-n4
Ausbeute 41.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
100°CELSIUS

Vorschrift

[Reactants], 8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.120 g, 0.44 mmol), Palladium(II) acetate (9.81 mg, 0.04 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.015 g, 0.04 mmol) and Cesium carbonate (0.427 g, 1.31 mmol) in DME (2.5 mL) were placed in a microwave vial and flushed with argon. The reaction mixture was then run in the microwave at 100°C for 1 hr. Reaction not complete. Run for another 30 minutes in the microwave. Still not complete. Added 0.1 eq of Palladium(II)acetate and 0.1 eq of 2-(Dicyclohexylphosphino)biphenyl and let the reaction mixture run in the microwave for additional 45 minutes. Reaction complete. The reaction mixture was filtrated through celite and the filtrate was concentrated. The crude product was purified by preparative chromatography giving 0.072 g (41%) of the product. N-(4-(1H-imidazol-1-yl)phenyl)-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepin-8-amine

Quelle

750 AstraZeneca ELN dataset