Tetrahydrofuran → HCID 59323160, compound

Participants

Reaction Steps

Under an argon atmosphere, to a solution of 120 mg of N-methoxy-N-methyl isoquinoline-3-carboxyamide obtained in Example 1-a), 159 mg of 2-bromochlorobenzene, and 0.14 mL of TMEDA in 3 mL of THF was added portionwise a BuLi (1.57 M) solution at −78° C. The reaction liquid was stirred at the same temperature for 10 minutes, and further stirred for 1 hour under ice-cooling. After completion of the reaction, to the reaction liquid were added ice water and ammonium chloride, followed by extraction with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous sodium sulfate, and the solvent was removed by evaporation to obtain 171 mg of a crude composition. This was purified by PLC (hexane:ethyl acetate=1:1) to obtain 97 mg (yield 65%) of a title compound as a yellow oily substance.

Provenance & Evidence