TABLE 3. 1H NMR Spectra of the Synthesized Compounds
Com-
pound
Chemical shifts (DMSO-d6), , ppm (J, Hz)
1
2
2.20 (3H, s, 6-CH3); 2.23 (3H, s, 4-CH3); 4.53 (2Н, d, J = 5.8, NCH2);
6.30 (1H, t, J = 5.8, NH); 6.43 (1H, s, H-5); 7.20 (1H, t, J = 7.0, H-4 Ph);
7.28-7.35 (4H, m, Н-2,3,5,6 Ph); 7.57, 7.63 (2Н, two s, СОNH2)
1a
2.27 (3H, s, CH3); 3.28 (3H, s, OCH3); 4.38 (2Н, s, CH2O); 4.56 (2H, d, J = 5.8, NCH2);
6.49 (1H, s, H-5); 6.60 (1H, t, J = 5.8, NH); 7.20 (1H, t, J = 7.2, H-4 Ph);
7.29 (2H, t, J = 7.2, Н-3,5 Ph); 7.33 (2H, d, J = 7.2, Н-2,6 Ph);
7.50, 7.66 (2Н, two s, СОNH2)
1b
2.32 (3H, s, CH3); 3.32 (3H, s, OCH3); 3.72 (3H, s, C6H4OCH3); 4.47 (2H, s, CH2O);
6.70 (1H, s, H-5); 6.85 (2Н, d, J = 9.0, Н-3,5 Ar); 7.51 (2Н, d, J = 9.0, Н-2,6 Ar);
7.77, 7.88 (2Н, two s, СОNH2); 8.32 (1H, s, NH)
1c
1d
2d
3a
3b
2.37 (3H, s, CH3); 3.31 (3H, s, OCH3); 4.46 (2H, s, CH2O); 6.76 (1H, s, H-5);
7.09 (2Н, t, J = 8.9, Н-3,5 Ar); 7.64 (2Н, dd, J = 5.0, J = 8.9, Н-2,6 Ar);
7.78, 7.90 (2Н, two s, СОNH2); 8.48 (1H, s, NH)
2.36 (3H, s, CH3); 3.38 (3H, s, OCH3); 4.50 (2H, s, CH2O); 6.85 (1H, s, H-5);
7.13 (2Н, t, J = 8.9, Н-3,5 Ar); 7.59 (2Н, dd, J = 5.0, J = 8.9, Н-2,6 Ar);
9.0 (1H, s, NH)
2.57 (3H, s, CH3); 3.46 (3H, s, OCH3); 4.97 (2H, s, CH2O); 5.47 (2H, s, NCH2);
7.27 (1H, t, J = 7.3, H-4 Ph); 7.33 (2Н, t, J = 7.3, Н-3,5 Ph); 7.41 (2Н, d, J = 7.3, Н-2,6 Ph);
7.49 (1H, s, H-6); 8.84 (1Н, s, H-2)
1.11 (3Н, t, J = 7.3, CH2CH3); 2.53 (3H, s, CH3); 2.75 (2Н, q, J = 7.3, CH2CH3);
3.49 (3H, s, OCH3); 5.05 (2H, s, CH2O); 5.79 (2H, br. s, NCH2);
7.13 (2Н, d, J = 7.3, H-2,6 Ph); 7.27 (1H, t, J = 7.3, H-4 Ph);
7.33 (2Н, t, J = 7.3, H-3,5 Ph); 7.52 (1H, s, H-6)
0.79 (3H, t, J = 7.5, (CH2)3CH3); 1.22-1.30 (2H, m, CH2CH2CH2CH3);
1.54-1.62 (2H, m, CH2CH2CH2CH3); 2.53 (3H, s, CH3); 2.71 (2H, t, J = 7.5, CH2C3H7);
3.49 (3H, s, OCH3); 5.05 (2H, s, CH2O); 5.80 (2H, br. s, NCH2);
7.14 (2Н, d, J = 7.4, H-2,6 Ph); 7.27 (1H, t, J = 7.4, H-4 Ph);
7.34 (2Н, t, J = 7.4, H-3,5 Ph); 7.52 (1H, s, H-6)
3c
0.82 (6Н, d, J = 6.8, 2CH3); 2.14 (1Н, m, СН(CH3)2);
3d
5a
5b
5c
2.22 (2Н, d, J = 6.8, СН2СН(CH3)2); 2.34 (3H, s, CH3); 3.48 (3H, s, OCH3);
3.86 (3Н, s, С6Н4ОСН3); 5.06 (2H, s, CH2O); 7.11 (2Н, d, J = 8.9, H-3,5 Ar);
7.33 (2Н, d, J = 8.9, H-2,6 Ar); 7.44 (1H, s, H-6)
2.28 (3H, s, 7-CH3); 2.49 (3H, s, 5-CH3); 4.07, 5.58 (2H, two d, J = 15.6, NСН2);
5.64 (1Н, d, J = 4.6, H-2); 6.47 (1H, s, H-6); 7.16 (2H, d, J = 8.5, Н-3',5' Ar);
7.26 (1H, m, H-4 Ph), 7.31-7.35 (4H, m, Н-2,3,5,6 Ph); 7.55 (2H, d, J = 8.5, Н-2',6' Ar);
8.63 (1Н, d, J = 4.6, NH)
0.80-1.10 (5H, m, Hax-26 cyclohexyl); 1.40-1.67 (6H, m, Heq-16, cyclohexyl);
2.26 (3H, s, CH3); 3.37 (3H, s, OCH3); 4.25, 5.54 (2Н, two d, J = 15.6, NСН2);
4.37 (1Н, t, J = 5.2, H-2); 4.75, 4.88 (2Н, two d, J = 16.7, CH2O); 6.69 (1H, s, H-6);
7.23 (1H, m, H-4 Ph); 7.297.33 (4H, m, Н-2,3,5,6 Ph); 8.23 (1Н, d, J = 5.2, NH)
2.26 (3H, s, С6Н4CH3); 2.33 (3H, s, CH3); 3.36 (3H, s, OCH3);
4.00, 5.60 (2Н, two d, J = 15.6, NСН2); 4.77, 4.89 (2Н, two d, J = 16.8, CH2O);
5.58 (1Н, br. s, H-2); 6.80 (1H, s, H-6); 7.09 (2H, d, J = 8.2 Н-3',5' Ar);
7.13 (2H, d, J = 8.2, Н-2',6' Ar); 7.26 (1H, m, H-4 Ph); 7.31-7.34 (4H, m, Н-2,3,5,6 Ph);
8.52 (1Н, br. s, NH)
2.35 (3Н, s, CH3); 3.36 (3H, s, OCH3); 4.24, 5.50 (2Н, two d, J = 15.6, NСН2);
4.74, 4.87 (2Н, two d, J = 17.0, CH2O); 5.79 (1Н, d, J = 4.4, H-2); 6.83 (1H, s, H-6);
7.14 (1H, dd, J = 2.1, J = 8.4, Н-6' Ar); 7.25 (1H, m, H-4 Ph);
5d
7.30-7.34 (4Н, m, Н-2,3,5,6 Ph); 7.45 (1Н, d, J = 2.1, Н-2' Ar);
7.60 (1Н, d, J = 8.4, Н-5' Ar); 8.75 (1Н, d, J = 4.4, NH)
2.34 (3Н, s, CH3); 3.36 (3H, s, OCH3); 3.96, 5.46 (2Н, two d, J = 15.8, NСН2);
4.84-4.92 (2Н, m, CH2O); 5.95 (1Н, d, J = 3.7, H-2); 6.05 (2H, d, J = 8.5, OCH2O);
6.69 (1H, s, H-6); 6.84 (1H, s, Н-6' Ar); 7.16 (1H, s, Н-3' Ar);
5e
5f
7.18-7.26 (3Н, m, Н-2,4,6 Ph); 7.28-7.32 (2Н, m, Н-3,5 Ph); 8.51 (1Н, br. s, NH)
2.31 (3Н, s, CH3); 3.36 (3H, s, OCH3); 4.20, 5.52 (2Н, two d, J = 15.6, NСН2);
4.75, 4.89 (2Н, two d, J = 17.0, CH2O); 5.82 (1Н, d, J = 4.4, H-2); 6.83 (1H, s, H-6);
7.26 (1H, m, H-4 Ph); 7.30-7.35 (4H, m, Н-2,3,5,6 Ph);
7.37 (1H, dd, J = 4.8, J = 8.0, H-5' Py); 7.60 (1H, dt, J = 2.0, J = 8.0, Н-4' Py);
8.42 (1H, d, J = 2.3, Н-2' Py); 8.52 (1H, dd, J = 1.6, J = 4.8, Н-6' Py); 8.77 (1Н, d, J = 4.4, NH)
299