Aniline → HCID 178456581, compound

Participants

Reaction Conditions

Reaction Steps

To Compound 26 (12 mg, 0.04 mmol) obtained in Example 26 were added water (3 mL), aniline (20 mg, 0.24 mmol, 6.0 equivalents) and sodium hydrogen carbonate (62 mg, 0.74 mmol, 18.5 equivalents), and the mixture was stirred with heating at 70° C. for 2 hours. To the reaction solution was added water, the mixture was extracted with ethyl acetate, and the extract was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (chloroform:methanol=95:5), to the product was added a 4 mol/L solution of hydrogen chloride in ethyl acetate, and then the mixture was concentrated. The residue was crystallized from acetone and methanol to obtain the title compound (3 mg, 19%) as a light yellow solid.

Provenance & Evidence