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0 °C

A solution of ethyl 2-bromoisonicotinate (575 mg, MATRIX) in THF (25 ml) was added with ethylene glycol monobenzyl ether (710 μl, TCI), cooled to 0° C., and added with potassium t-butoxide (420 mg, TCI), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was added with purified water (15 ml), and extracted with ethyl acetate (30 ml×2). The organic layers were combined, washed with saturated brine, and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Flash, hexane:ethyl acetate=10:1) to obtain the title compound (Intermediate ii-01).

1. extractionextracted with ethyl acetate (30 ml×2)
2. washwashed with saturated brine
3. customdried
4. customthe solvent was evaporated under reduced pressure
5. customThe residue was purified by column chromatography (Flash, hexane:ethyl acetate=10:1)