Reaktion #486

ord-23ff93d7067c46afbfd708d8d8da4502

Reaktionsgleichung

Cc1ccnc(C2CN(C)Cc3ccc(Cl)nc3O2)c1
Cc1ccnc(C2CN(C)Cc3cc
COc1nc(N)ccc1-c1cnn(C)c1
COc1nc(N)ccc1-c1cnn(
COc1nc(Nc2ccc3c(n2)OC(c2cc(C)ccn2)CN(C)C3)ccc1-c1cnn(C)c1
COc1nc(Nc2ccc3c(n2)O
Ausbeute 43.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
100°CELSIUS

Vorschrift

6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (66.3 mg, 0.32 mmol), 8-chloro-4-methyl-2-(4-methylpyridin-2-yl)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (94 mg, 0.32 mmol), Sodium tert-butoxide (46.8 mg, 0.49 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (20.20 mg, 0.03 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (14.85 mg, 0.02 mmol) were added to a microwave vial then toluene (2 mL) was added. The reaction mixture was flushed with nitrogen and the mixture was heated to 100°C and stirred overnight. The reaction was complete. The solids were filtered off and washed with DCM. The organic solution was extracted by sat NaHCO3 solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography using DCM : [DCM:MeOH:NH3=90:10:1] = 100:0 to 20:80 as gradient.

Quelle

750 AstraZeneca ELN dataset