4-(2-methyl-1H-imidazol-1-yl)aniline → 4-methyl-8-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-2-phenyl-3,4-dihydropyrido[3,2-f][1,4]oxazepin-5(2H)-one

HRID 495

Reaktionsgleichung

Reaktionsgleichung von HRID 495
CN1CC(c2ccccc2)Oc2nc(Cl)ccc2C1=O.Cc1nccn1-c1ccc(N)cc1>CC(=O)O.CC(=O)O.COCCOC.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(-c2ccccc2P(C2CCCCC2)C2CCCCC2)cc1>Cc1nccn1-c1ccc(Nc2ccc3c(n2)OC(c2ccccc2)CN(C)C3=O)cc1

Komponenten

7

Edukt 2

HCID 31574784-(2-methyl-1H-imidazol-1-yl)anilineHCID 595778258-Chloro-4-methyl-2-phenyl-3,4-dihydropyrido[3,2-F][1,4]oxazepin-5(2H)-one

Produkt 1

HCID 498200844-methyl-8-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-2-phenyl-3,4-dihydropyrido[3,2-f][1,4]oxazepin-5(2H)-oneAusbeute 42,31 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 10796Cesium carbonateReagenzHCID 27342162-(Dicyclohexylphosphino)biphenylKatalysatorHCID 4144353Palladium (II) acetateKatalysatorHCID 80711,2-DimethoxyethaneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

were placed in a microwave vial equipped with a stirring bar. The vial was capped and flushed with argon. DME (2 mL) was added via a syringe and the mixture was heated to 100°C in a microwave apparatus for 1h. The reaction mixture was filtered, the solvent was evaporated and the residue was purified by HPLC to give 53 mg (42 % yield) of the product as a solid.

Quellen und Nachweise

ORD-Eintrag
ord-1df95b34548d48fe94a49234436e46e5
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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