Nitrogen → HCID 58424545, compound

Participants

Reaction Conditions

Reaction Steps

To a 10 mL CEM microwave test tube was charged with Cs2CO3 (147 mg, 0.45 mmol), PdCl2(PPh3)2 (8 mg, 0.011 mmol), 6-bromo-7-methyl-2′,4′,5′,6′-tetrahydrospiro[chroman-2,3′-pyran]-4-one (70 mg, 0.225 mmol), 3-cyanophenylboronic acid (43 M2, 0.293 mmol), dioxane (4 mL) and H2O (0.2 mL), the system was swept with N2 and sealed, and heated in a CEM microwave reactor at 100° C. for 10 min. The reaction mixture was filtered, and concentrated. The residue was purified by flash chromatography on silica gel eluting with EA in hexane (0-20%) to give 3-(7-methyl-4-oxo-2′,4′,5′,6′-tetrahydrospiro[chroman-2,3′-pyran]-6-yl)benzonitrile (72 mg). MS ESI +ve m/z 334 (M+H)+.

Provenance & Evidence