Sodium Hydroxide → HCID 69561855, compound

Participants

Reaction Steps

Compound 148 (110 mg, 0.282 mmol) was dissolved in 1,2-dichloroethane (2.8 mL) and 1-methylpiperazine (0.625 mL, 0.563 mmol) and sodium triacetoxyborohydride (119 mg, 0.563 mmol) were added to the solution, followed by stirring at room temperature for 4 hours. The reaction mixture was added with a 2 mol/L aqueous sodium hydroxide solution and extracted with ethyl acetate three times. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (2 mol/L ammonia-methanol solution:chloroform=1:19). The obtained compound was dissolved in THF, and the solution was added with a solution of fumaric acid (68.7 mg, 0.592 mmol) in THF. The precipitates were collected by filtration to obtain Compound 150 (137 mg, 0.194 mmol, 68.8%).

Provenance & Evidence