Sodium Bicarbonate → HCID 118045711, compound

Participants

Reaction Conditions

Reaction Steps

To a 2 mL microwave vial were added 5-(tetrahydro-2H-pyran-4-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (638 mg, 1.049 mmol), methyl 4-chloro-2-cyano-6-fluorobenzoate (140 mg, 0.655 mmol), Pd2(dba)3 (30.0 mg, 0.033 mmol), XPhos (31.2 mg, 0.066 mmol), NaHCO3 (275 mg, 3.28 mmol), DME (3 mL) and H2O (1.5 mL). The solution was heated under microwave at 100° C. for 15 min. Water and EtOAc were added and the aqueous layer was extracted three times with EtOAc. The organic layers were combined, dried over Na2SO4 and concentrated. The residue was purified on a silica gel column (heptane:EtOAc 1:0 to 1:4) to give the product as a yellow foam (85 mg). LCMS (m/z) 356.1 (MH+), 0.58 min.

Provenance & Evidence