6-Methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-ylamine → HCID 57512846, compound

Participants

Reaction Conditions

Reaction Steps

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.

Provenance & Evidence