Acetic Acid → Ethyl 1-(4-fluorophenyl)-6-(morpholinomethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Participants

Reaction Steps

Ethyl 1-(4-fluorophenyl)-6-formyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (H) was prepared from compound D via a method analogous to that described in Example 3. After stirring for two hours, a solution of compound H (10 mg, 0.030 mmol), morpholine (3.1 μL, 0.035 mmol), and acetic acid (4.2 μL, 0.074 mmol) in dichloromethane (1 mL) was treated with sodium triacetoxyborohydride (9.4 mg, 0.044 mmol). After stirring 16 hours, the reaction was concentrated to dryness to give 12 mg (99%) of the title compound that was used without further purification. ES-MS [M+1]+: 411.3.

Provenance & Evidence