Sodium Carbonate → N6-methyl-2-morpholino-N6-(tetrahydro-2H-pyran-4-yl)-4,5'-bipyrimidine-2',6-diamine

Participants

Reaction Conditions

Reaction Steps

To an argon flushed mixture of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (42 mg, 0.19 mmol), 6-chloro-N-methyl-2-morpholino-N-(tetrahydro-2H-pyran-4-yl)pyrimidin-4-amine (12 mg, 0.038 mmol) in THF (0.8 mL), and aq. Na2CO3 (2M, 0.27 mL) in a pressure vessel, was added dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (8 mg, 0.0095 mmol) in one portion. The pressure vessel was sealed and the mixture was heated in a microwave at 120° C. for 600 seconds. The crude mixture was filtered, concentrated under reduced pressure and purified by reverse phase preparative HPLC to give N6-methyl-2-morpholino-N6-(tetrahydro-2H-pyran-4-yl)-4,5′-bipyrimidine-2′,6-diamine (4.6 mg, 32%). LC/MS (m/z): 372.2 (MH+), Rt 1.76 minutes.

Provenance & Evidence