Phosphorus oxychloride → HCID 86619239, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 90 mg (0.25 mmol) of 6-(5-dimethylamino-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)hexanoic acid in 0.4 mL of DMF 0.09 ml of POCl3 were added dropwise at 40° C. The mixture was heated under stirring at 80° C. for 1.5 h, cooled to RT and poured into ice water. The product was precipitated with isopropyl alcohol and purified by column chromatography on reverse phase (PR-18, H2O-acetonitrile 5:1, v/v). Yield: 45 mg (40%) 4a. M.p. 186-188° C. 1H-NMR (200 MHz, DMSO-d6, δ, ppm): 8.39-7.82 (5H, arom), 5.17 s (2H, CH2), 4.85 s (2H, CH2), 4.04 t (2H, α-CH2, J 7.3 Hz), 3.65 s (3H, NCH3), 3.19 s (6H, +N(CH3)2), 1.94 t (2H, ε-CH2, J 7.3 Hz), 1.54 m (4H, β,γ-CH2 J 7.3 Hz), 1.26 m (2H, δ-CH2, J 7.3 Hz).

Provenance & Evidence