Sodium Hydroxide → HCID 21252883, compound

Participants

Reaction Steps

10-amino-2-chloro-5-(3-pyridylmethyl)-4H-pyrido[3,2,1-jk]carbazole-4-one (300 mg) obtained in Example 273 was dissolved in a mixed solvent of conc. sulfuric acid (14.6 ml) and water (20 ml) and sodium nitrite (63 mg) dissolved in water (1 ml) was added dropwise in an ice bath. A mixed solvent of conc. sulfuric acid (20 ml) and water (15 ml) was heated under reflux in an argon atmosphere. After adding dropwise thereto the solution previously prepared, the mixture was stirred for 5 minutes and allowed to cool. The mixture was adjusted to pH 9 with 1 N aqueous solution of sodium hydroxide, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was washed with methanol and ether in succession to obtain the title compound (213 mg, 71%).

Provenance & Evidence