Dimethylamine → HCID 59807121, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-(3-chloropropyl)-1-(4-methoxybenzyl)-6-nitro-3,4-dihydroquinolin-2(1H)-one (120 mg, 0.31 mmol), sodium iodide (47 mg, 0.31 mmol) and potassium carbonate in 3 mL acetonitrile was treated with dimethylamine in THF (0.3 mL of a 2M solution, 0.62 mmol). The mixture was heated at 80° C. in a sealed tube for 22 hours. The reaction was cooled to room temperature then filtered through a pad of celite. The filter pad was rinsed with methanol and the filtrate was concentrated to give a brown residue which was used without further purification. Yield: 115 mg (93.5%). 1H-NMR (CDCl3) δ: 8.07 (d, J=2.4 Hz, 1H), 8.00 (dd, J=2.7, 9 Hz, 1H), 7.11-7.08 (m, 2H), 6.98 (d, J=9.0 Hz, 1H), 6.87-6.84 (m, 2H), 5.15 (dd, J=4.2, 20.4 Hz, 2H), 3.76 (s, 3H), 3.15 (dd, J=5.4, 15.6 Hz, 1H), 2.95-2.87 (m, 4H), 2.48 (s, 6H), 1.92-1.61 (m, 4H).

Provenance & Evidence