Ammonia → HCID 178466941, compound

Participants

Reaction Steps

A suspension of N-[4-ethoxy-6-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-quinolin-2-yl]-acetamide (example 6a, 80 mg, 0.21 mmol) in acetonitrile (3 ml) was reacted with diisopropylethyl amine (0.40 ml, 2.2 mmol) and methyl iodide (0.30 ml, 4.6 mmol) at rt for 30 min. The mixture was concentrated to dryness and the residue suspended in DMF (0.5 ml). A solution of ammonia in methanol (7N, 5 ml, 35 mmol) was added at rt, and the mixture was stirred at rt for 24 h. The mixture was concentrated to dryness and the solid was triturated with water. The precipitate was collected by suction filtration, successively washed with water and ether, and then air dried to afford the product as a light brown solid (50 mg, 663%). LC-MS m/e 357 (MH+).

Provenance & Evidence