Potassium Carbonate → (S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-3-methyl-6-(pyridin-4-yl)naphthalen-2-yl)acetate

Participants

Reaction Conditions

Reaction Steps

A solution of (S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-3-methyl-6-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetate (0.060 g, 0.11 mmol), pyridin-4-ylboronic acid (0.020 g, 0.16 mmol), and Pd(PPh3)4 (0.012 g, 0.011 mmol) in DME (1 mL) was treated with 2 M K2CO3 (0.16 mL, 0.32 mmol) and sparged with Ar for 10 min. Following microwave heating at 110° C. for 20 min, the reaction mixture was absorbed onto silica gel in vacuo and purified by Yamazen column chromatography (15-100% EtOAc/Hex) to afford 0.043 g (82%) as a colorless glass. LCMS-ESI+ (m/z): [M+H]+ calcd for C30H31ClNO3: 488.20; found: 488.70.

Provenance & Evidence