Potassium Carbonate → 10-bromo-2-t-butoxycarbonylmethyloxy-5-(3-pyridylmethyl)-4H-pyrido[3,2,1-jk]carbazole-4-one

10-bromo-2-hydroxy-5-(3-pyridylmethyl)-4H-pyrido[3,2,1-jk]carbazole-4-one (4.4 g) obtained in Example 2 was suspended in dimethyl sulfoxide (250 ml), and to the suspension was added potassium carbonate (4.5 g). The mixture was stirred at room temperature for 30 minutes, and t-butyl bromoacetate (2.1 ml) was added. The mixture was stirred at room temperature for 12 hours, and the reaction mixture was poured into ice water (300 ml) and extracted with methylene chloride. The methylene chloride layer was washed with saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: methylene chloride containing 3% methanol) to produce the title compound (3.4 g, 63%).

1. stirringThe mixture was stirred at room temperature for 12 hours
2. extractionextracted with methylene chloride
3. washThe methylene chloride layer was washed with saturated aqueous solution of sodium chloride
4. dry with materialdried over anhydrous sodium sulfate
5. customthe solvent was evaporated under reduced pressure
6. customThe residue was purified by silica gel flash column chromatography (eluent: methylene chloride containing 3% methanol)

ORD-Eintrag

ord-958ddf4a497845debdd3b7b257c10064

Quelldatensatz

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06018046