Morpholine → (R)-(3-methyl-4-(4-morpholinophthalazin-1-yl)piperazin-1-yl)(phenyl)methanone

Participants

Reaction Conditions

Reaction Steps

Compound 66 was prepared as described in general method E. Sodium t-butoxide (0.0550 g, 0.572 mmol), rac-2,2-bis(diphenylphosphino)-1,1-binaphthalene (0.0102 g, 0.0164 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.00749 g, 0.00818 mmol), and (R)-(4-(4-chlorophthalazin-1-yl)-3-methylpiperazin-1-yl)(phenyl)methanone JK-5 (0.150 g, 0.409 mmol) were combined in a screw cap vial, purged to argon, and solvated with degassed morpholine (0.142 mL, 1.64 mmol). The reaction vial was sealed and stirred at 80° C. After 16 h, the reaction was taken up in dichloromethane and directly loaded onto silica gel. Purification by column chromatography (gradient elution 40 to 100% ethyl acetate in hexanes) afforded 66. MS (M+H)+=418.1.

Provenance & Evidence