1,16-Diphenyl-19-(4-(4-(2-(trifluoromethyl)phenyl)piperazin-1-yl)butyl)-19-azahexa-cyclo[14.5.1.02,15.03,8.09,14.017,21]docosa-2,3,5,7,8,9,11,13,14-nonaene-18,20,22-trione (9) Yield: 84 %, m.p. 211–212 °C. 1H NMR (DMSO-d 6) δ (ppm): 8.78 (d, 2H, CHarom., J = 8.4 Hz), 8.30 (d, 2H, CHarom., J = 7.8 Hz), 7.74 (t, 2H, CHarom., J = 6.3 Hz), 7.69–7.60 (m, 3H, CHarom.), 7.54 (t, 3H, CHarom., J = 6.3 Hz), 7.48–7.40 Selleck Eltanexor (m, 4H, CHarom.), 7.18–7.14 (m, 2H, CHarom.), 4.48 (s, 2H, CH), 3.95–3.91 (m, 3H, CH2), 3.61–3.37 (m, 10H, CH2), 3.22–3.17 (m, 3H, CH2), 3.01–2.92 (m, 4H, CH2). 13C NMR (DMSO-d 6) δ (ppm): 197.19, 173.12, 173.05, 157.51, 147.74, 137.40, 134.36, 133.88, 133.77, 133.43, 133.37, 132.15, 132.10, 132.04, 132.01, 131.99, 131.78 (2C), 131.54, 130.48, 130.13, 129.92, 129.86, 129.71 (2C), 128.53, 128.37, 127.86, 126.66, 126.51, 123.92, 122.45, 122.18, 119.83, 115.34, 115.28, 63.80, 63.78, 61.17, 50.92, 50.68, 48.62, 48.59, 45.44, 45.41, 44.97, 32.76,
31.28, 28.87, 28.73. ESI MS: m/z = 792.2 [M+H]+ see more (100 %). 10-Diphenyl-1H,2H,3H,5H-indeno[1,2-f]isoindole-1,3,5-trione (10) The mixture of 2.06 g (0.006 mol) of 1,3-diphenylcyclopenta[a]indene-2,8-dione (“Indanocyclone”) was suspended in 75 ml of benzene and 0.65 g (0.006 mol) of maleimide was added. After refluxing time of 16 h the yellow residue was evaporated. Next it was purified by column chromatography (selleck screening library chloroform:methanol 9.5:0.5 vol). The combined fractions were condensed to dryness to give 1.50 g (73 %) of (10), m.p. 223–225 °C. 1H NMR (CDCl3) δ (ppm): 7.60 (d, 2H, CHarom., J = 2.7 Hz), 7.59–7.58 (m, 2H, CHarom.), 7.52 (d, 2H, CHarom., J = 2.1 Hz), 7.51–7.49 (m, 2H, CHarom.), 7.45 (d, 2H, CHarom., J = 2.1 Hz), 7.44–7.40 (m, 4H, CHarom.). 13C NMR (CDCl3) δ (ppm): 190.91, 165.89, 165.73, 149.69, 141.97, 139.37,
135.58, 135.52, 135.14, 134.81, 134.24, 131.59, 130.57, 130.54, 129.87, 129.34, 129.28 (2C), 129.09 (3C), 128.59 (2C), 127.91 (2C), 124.59, 124.54. ESI MS: m/z = 424.1 [M+Na]+ (100 %). 2-(4-Bromobutyl)-4,10-diphenyl-1H,2H,3H,5H-indeno[1,2-f]isoindole-1,3,5-trione click here (11) A mixture of imide (10) (2.64 g, 0.006 mol), 1,4-dibromobutane (1.5 ml, 0.012 mol), anhydrous K2CO3 (2.51 g), and catalytic amount of KI were refluxed in acetonitrile for 14 h.