The interaction of CXCR4 with CXCL12 (SDF-1) plays a crucial role

The interaction of CXCR4 with CXCL12 (SDF-1) plays a crucial role in cancer metastasis by facilitating the homing of tumor cells to metastatic sites. 1H NMR (400 MHz, DMSO-d6) 7.94 (2H, s, br), 7.73 (4H, d, = 8.8 Hz), 7.14 (s, 4H), 7.10 (4H, d, = 9.2 Hz), 3.88 (4H, s), 3.83 (6H, s). HRMS calcd for C22H24N2O6S2, 477.11486; found out, 477.11457 [M + H]+. CHN General Process of Synthesis of 4 To a remedy of 4-(bromomethyl)benzene-1-sulfonyl chloride (1 equiv) in DCM (0.1M) was added the amine (2 equiv). The response mixture was permitted to mix at room heat 2 hours to immediately. The NVP-BEZ235 response mixture was cleaned with drinking water and brine as well as the mixed organic layers dried out over MgSO4 and focused to provide an off-white solid. = 8 Hz), 7.59 (2H, d, = 8 Hz), 7.34 C 7.31 (5H, m), 4.65 (2H, IL1A s), 4.16 (2H, s), 2.61 (3H, s). HRMS calcd for C15H15BrN2O2SNa 376.9930; found out, 376.9932 [M + H]+. CHN 4-(bromomethyl)-= 8.4 Hz), 7.58 (2H, d, = 8.4 Hz), 7.27 (2H, d, = 8.4 Hz), 7.03 (2H, d, = 8.4 Hz), 4.53 (2H, s), 4.13 (2H, s), 2.61 (3H, s). HRMS calcd for C15H17 N2O2 F1S1 372.0065; found out, 372.0064 [M + H]+. CHN 4-(bromomethyl)-= 8.4 Hz), 7.57 (2H, d, = 8.4 Hz), 7.35 (2H, d, = 8.8 Hz), 7.21 (2H, d, = 8.4 Hz), 4.53 (2H, s), 4.13 (2H, s), 2.62 (3H, s), 1.31 (9H, s) HRMS calcd for C19H24 Zero2 BrNaS 432.0603; found out, 432.0607 [M + H]+, CHN 4-(bromomethyl)-= 8.4 Hz), 7.57 (2H, d, = 8.8 Hz), 7.20 (2H, d, = 8.8 Hz), 6.86 (2H, d, = 8.4 Hz), 4.53 (2H, s), 4.10 (2H, s), 3.80 (3H, s), 2.59 (3H, s) HRMS calcd for C16H18 NO3 BrNaS 406.0083; found out, 406.0093 [M + Na]+. CHN General NVP-BEZ235 Process of Synthesis of 5 To a remedy of 4 (1 equiv) in acetonitrile was added K2CO3 (2 equiv) as well as the amine (1 equiv). The response mixture was permitted to mix at room heat immediately. The organic solvent was eliminated by rotary evaporation as well as the residue was dissolved in DCM and cleaned with drinking water and brine, dried out over MgSO4 and focused. The crude item was purified by column chromatography. N-Benzyl-N-methyl-4-(pyrrolidin-1-ylmethyl)benzenesulfonamide (5a) Off-white solid, 41%. 1H NMR(400 MHz, CDCl3) 7.81 (2H, d, = 8.4 Hz), 7.58 (2H, d, = 8.4 Hz), 7.31 (5H, m), 4.15 (2H, s), 3.74 (2H, s), 2.60 (7H, s), 1.85 (4H, m). HRMS calcd for C19H25N2O2S 345.16313; found out, 345.16296 [M + H]+. CHN N-Benzyl-N-methyl-4-(piperidin-1-ylmethyl)benzenesulfonamide (5b) 1H NMR(400 MHz, CDCl3) 7.76 (2H, d, = 8.8 Hz), 7.50 (2H, d, = 8.4 Hz), 7.29 (5H, m). 4.13 (2H, s), 3.53 (2H, s), 2.58 (3H, s), 2.38 (4H, s), 1.58 (4H, q, = 5.4 Hz), 1.42 (2H, m). HRMS calcd for C20H27N2O2S 359.17878; found out, 359.17856 [M + H]+. Off white solid, 30% CHN N-Benzyl-N-methyl-4-(morpholinomethyl)benzenesulfonamide (5c) White colored solid, 57%. 1H NMR(400 MHz, CDCl3) 7.78 (2H, d, = 8.4 Hz), 7.52 (2H, d, = 8.4 Hz), 7.31 C 7.24 (5H, m), 4.13 (2H, s), 3.71 (4H, t, = 4.4 Hz), 3.59 (2H, s), 2.59 (3H, s), 2.46 (4H, t, = 4.8 Hz). HRMS calcd for C19H25N2O3S 361.1580; found out, 361.1581 [M + H]+. N-Benzyl-4-((diethylamino)methyl)-N-methylbenzenesulfonamide (5d) White colored solid, 60%. 1H NMR(400 MHz, CDCl3) 7.77 (2H, d, J = 8.4 Hz), 7.58 (2H, d, J = 8.4 Hz), 7.28 (5H, m), 4.13 (2H, s), 3.70 (2H, NVP-BEZ235 s), 2.59 (7H, m), 1.09 (6H, t, J = 7 Hz). HRMS calcd for C19H27N2O2S 347.1788; found out, 347.1787 [M + H]+. CHN N-Benzyl-N-methyl-4-(piperazin-1-ylmethyl)benzenesulfonamide (5e) White colored solid, 46%. 1H NMR(400 MHz, CDCl3) d 7.72 (2H, d, J= 8.4 Hz), 7.46 (2H, d, J = 8.8 Hz), 7.28 C 7.19 (5H, m), 4.08 (2H, s), 3.51 (2H, s), 2.86 (4H, t, J = 4.8 Hz), 2.54 (3H, s), 2.39 (4H, s, br); HRMS calcd for C19H26N3O2S 360. 1740; found out, 360.1741 [M + H]+. HPLC 4-((1H-Pyrrol-1-yl)methyl)-N-benzyl-N-methylbenzenesulfonamide (5f) White colored natural powder, 53%. 1H NMR (400 MHz, CDCl3) 7.77 (2H, dd, = 2, 8 Hz), 7.32 C 7.21 (7H, m), 6.70 (2H, t, = 2.0 Hz), 6.23 (2H, t, = 2.4 Hz), 5.16 (2H, s), 4.23 (2H, s), 2.56 (3H, s); HRMS calcd for C19H21N2O2S 341.1318; found out, 341.1316 [M + H]+. CHN N-Benzyl-N-methyl-4-(((pyridin-2-ylmethyl)amino)methyl)benzenesulfonamide (5g) Yellowish solid, 21%. 1H NMR(400 MHz, CDCl3) 8.56 (1H, d, = 4 Hz), 7.79 (2H, d, = 8 Hz), 7.66 (1H, td, = 8, 1.6 Hz), 7.34 C 7.24 (6H, m), 7.20 – 7.17 (1H, m), 4.12 (2H, s), 3.96 (2H, s), 3.95 (2H,.