Proton); 13C NMR (100 MHz, d6-DMSO): 23.04, 27.68, 29.36, 32.01 (carbons of fused cycloheptane ring), 102.81 (C-4) 143.81 (C-3 of pyrazole ring), 159.25 (C-5). MS calculated for C8H12N2O: 152.19. Identified: 153.0 (M + 1).4,5,6,7,eight,9-Hexahydro-2H-cycloocta(c)pyraol-3(3aH)-one (7)Purified by recrystallisation using ethanol (white strong), m.p: 116.four to 118.two , 1H NMR (400 MHz, d6-DMSO) H: 2.50 (t, J = 5.50 Hz, 2H, protons of cyclohexyl B ring), 2.82 (t, J = 5.6 Hz, 2H, protons of cyclohexyl B ring), 3.75 (s, 3H, protons of methoxy group), six.80 (d, J = 7.0 Hz, 1H, aryl proton of C ring), 6.86 (s, 1H, aryl proton of C ring), 7.43 (d, J = 7.0 Hz, 1H, aryl proton of C ring), 9.50 (bs, 1H, -NH); 13C NMR (100 MHz, d6DMSO): 17.91, 30.04, 30.52 (carbons of cyclohexyl B ring), 55.52 (methoxy carbon), 97.83 (C-4), 112.20, 114.59, 114.81, 120.61, 122.61, 138.18, 139.82, 157.82 (C-3), 158.97 (C-5). MS calculated for C12H12N2O2: 216.23. Found: 215.0 (M-1).3-(2,3-Dihydrobenzofuran-5-yl)-1H-pyrazol-5(4H)-one (11)Purified by recrystallisation utilizing ethanol (white solid), m.p: 221.six to 228.eight , 1H NMR (400 MHz, d6-DMSO) H: 1.40 (m, 4H, protons of fused cyclooctane ring), 1.51 (m, 2H, protons of fused cyclooctane ring), 1.58 (m, 2H, protons of fused cyclooctane ring), 2.34 (t, J = six.two Hz, 2H, protons of fused cyclooctane ring), two.54 (t, J = six.2 Hz, 2H, protons of fused cyclooctane ring), 9.03 (bs, 1H, -NH proton), 11.00 (bs, 1H, -OH proton); 13C NMR (one hundred MHz, d6-DMSO): 20.13, 24.27, 25.50, 25.76, 28.76, 28.94 (carbons of fused cyclooctane ring), 100.42 (C-4), 141.62 (C-3), 159.42 (C-5). MS calculated for C9H14N2O: 166.20. Identified: 167.0 (M + 1).Purified by recrystallisation employing ethanol (white strong), m.p: 237.5 to 239.0 , 1H NMR (400 MHz, d6-DMSO) H: 3.19 (t, J = 8.70 Hz, 2H, protons of benzofuran ring), four.54 (t, J = 8.70 Hz, 2H, protons of benzofuran ring), 5.74 (s, 1H, proton at C-4), six.67 (d, J = eight.28 Hz, 1H, aryl proton of benzofuran ring), 7.38 (dd, J = 8.28 Hz, 1.82 Hz, 1H, aryl proton of benzofuran ring), 7.51 (s, 1H, aryl proton of benzofuran ring), 9.65 (bs, 1H, -NH proton), 11.85 (bs, 1H, -OH proton); 13C NMR (100 MHz, d6DMSO): 28.95 (C of benzofuran), 71.14 (C of benzofuran), 86.16 (C-3), 109.05, 121.84, 123.09, 124.77,Ragavan et al. Organic and Medicinal Chemistry Letters 2013, three:six http://orgmedchemlett/content/3/1/Page 12 of127.95 (carbons of benzofuran), 143.51 (C-3), 159.50 (carbon of benzofuran), 161.16 (C-5). MS calculated for C11H10N2O2: 202.20. Located: 203.0 (M + 1).3-(Biphenyl-4-yl)-1H-pyrazol-5(4H)-one (12)Purified by recrystallisation using ethanol (white strong), m.p: 236.5 to 265.0 , 1H NMR (400 MHz, d6-DMSO) H: five.94 (s, 1H, proton at C-4), 7.37 (t, J = 7.five Hz, 1H, aryl proton), 7.47 (t, J = 7.5 Hz, 2H, aryl protons), 7.76 to 7.69 (m, 6H, aryl protons), 9.2-Bromonaphthalen-1-amine structure 77 (bs, 1H, -NH proton), 12.Propargyl-PEG1-NHS ester Chemical name 13 (bs, 1H, -OH proton); 13C NMR (one hundred MHz, d6DMSO): 86.PMID:24516446 88 (C-4), 125.26, 126.51, 126.97, 127.54, 128.96 (aryl carbons), 139.25 (C-3), 139.50 (C-5). MS calculated for C15H10N2O2: 236.26. Identified: 235.0 (M-1).3-(Thiophen-2-yl)-1H-pyrazol-5(4H)-one (13)Hz, 2H, protons of ring B), three.51 (t, J = five.72 Hz, 2H, protons of ring B), four.13 (s, 2H, protons of ring B); 13C NMR (one hundred MHz, d6-DMSO): 21.75 (carbons of B ring), (28.08 methyl carbons of Boc group), 59.77 (carbon of B ring), 78.94 (quaternary carbon of Boc), 96.21 (C-4 of pyrazole ring), 138.24 (C-3 carbon of pyrazole ring), 154.19 (C-5 carbon of pyrazole ring), 156.37 (carbonyl carbon of Boc). MS calculated.