Methanol → HCID 86634099, compound

Participants

Reaction Steps

To a 50 mL rbf equipped with a nitrogen bubbler were charged 3-acetamidyl-6-nitro-9-aminoacridine (110 mg, 0.37 mmol) and ethyl acetate (1.9 mL). Methanol (950 μL) and Pd/Alumina 10% (12 mg) were added and the reaction mixture was stirred to a fine suspension. Ammonium formate (47 mg, 0.74 mmol) was added and the mixture was stirred for 20 min at room temperature. A further portion of ammonium formate (70 mg, 1.11 mmol) was then added. Stirring was maintained overnight. The suspension was filtered and washed with ethyl acetate to afford the crude product (106 mg). The solid was dissolved in water and washed with ethyl acetate. The aqueous layer was concentrated in vacuo to afford 3-acetamidyl-6,9-diaminoacridine as a brown solid (29 mg, 29%). 1H NMR and LCMS analyses conformed to structure.

Provenance & Evidence