Ethyl Acetate → 2-[(S)-4-Boc-3-benzylpiperazinyl]-6-[3-methyl-1-(trimethylsilyl)ethoxymethyl-1H-indazol-5-yl]pyrazine

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-[(S)-4-Boc-3-benzylpiperazinyl]-6-chloropyrazine 115 (0.10 g, 0.258 mmol) and [3-methyl-1-(trimethylsilyl)ethoxymethy-1H-indazol-5-yl]boronic acid pinacol ester 117 (0.10 g, 0.258 mmol) in 1,2-dimethoxyethane (5 mL) was added saturated sodium carbonate solution (0.5 mL) and Pd(dppf)Cl2 (0.019 g, 0.026 mmol). The reaction mixture was heated in a microwave reactor at 140° C. for 15 minutes. Ethyl acetate (100 mL) was added. The organic layer was washed with water and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure. The crude product was purified by RP-HPLC to yield the desired 2-[(S)-4-Boc-3-benzylpiperazinyl]-6-[3-methyl-1-(trimethylsilyl)ethoxymethyl-1 H-indazol-5-yl]pyrazine 118 (0.115 g, 0.187 mmol).

Provenance & Evidence