Tolylboronic acid → HCID 86665658, compound

Participants

Reaction Steps

methyl 2-(4,6-dichloro-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoate (1 eq), p-tolylboronic acid (1 eq), tetrakis(triphenylphosphine)palladium(0) (0.1 eq) are placed in a reaction tube and dissolved in a mixture of degassed DME and water (3/1 v/v; 5 mL/mmol). N,N-Diisopropylethylamine (4 eq) is added, the tube is sealed and irradiated in a microwave oven at 130° C. for 30 min. The reaction mixture is partitioned between brine and dichloromethane, filtered over a phase separator filter (1PS) and concentrated under reduced pressure. Purification of the crude material is performed by flash chromatography on silica gel using a linear gradient of ethyl acetate in heptane.

Provenance & Evidence