Reaction Steps
3-chloro-6-(2′-phenylethyl)-9H-pyrido[2,3-b]indole (50 mg, 0.16 mmol, 1 equiv.), Pd2 dba3 (8.2 mg, 0.008 mmol, 0.05 equiv.), 2-Dicyclohexyl phosphino-2′,4′,6′-Triisopropylbiphenyl (L2)(8.1 mg, 0.016 mmol, 0.1 equiv.), sodium tert-butoxide (36 mg, 0.37 mmol, 2.2 equiv.) are introduced in a schlenk tube and flushed with N2. tert-butanol (0.255 ml) and m-Anisidine (25 mg, 0.20 mmol, 1.2 equiv.) are then added. The reaction is carried out at 100° C. overnight and then filtered over celite and evaporated under reduced pressure. The crude product (yellow oil) is purified over silica gel chromatography (eluant AcOEt/PE 4:6, 6:4) to afford the product as a green solid (18 mg, 0.046 mmol) in 29% yield. mp=161-165; IR 3359, 3145, 3022, 1595, 1494, 1467, 1383, 1218, 1151, 1038, 968, 891, 809, 771, 685 cm−1; 1H NMR (300 MHz, CDCl3) 9.94 (br s, 1H, H9), 8.18 (s, 1H, H2), 7.78 (s, 1H, H4), 7.41 (d, 1H, J=8.3 Hz, H8), 7.32-7.14 (m, 71-1, CHPh+CHAn), 6.52 (d, 1H, J=8.1 Hz, H7), 6.47-6.44 (m, 2H, H5+CHPh or CHAn), (br s, 1H, NHAn), 3.77 (s, 3H, OCH3), 3.12-2.97 (m, 4H, 2CH2); MS (+ESI) [M+H+]=394.3
