433.1897m/z, www.selleckchem.com/products/XL184.html found 433.3m/z.2-Hydroxy-3-[2-(4-methoxyphenoxy)ethylamino]-propyl 4-(Propoxycarbonylamino)benzoate Hydrochloride (20c). Yield 56%; m.p. 192�C194��C; HPLC purity 98.31%; UV (nm), ��max /log �� : 271.1/3.47; IR (Zn/Se ATR, cm?1): 3319, 2969, 2765, 1735, 1696, 1607, 1224; 1H NMR (400MHz, DMSO-d6), ��: 10.17 (s, 1H, NHCO), 9.33 (s, 1H, NH), 9.06 (s, 1H, NH), 7.94 (d, 2H, J = 8.8Hz, ArCOO), 7.62 (d, 2H, J = 8.8Hz, ArN), 6.93�C6.85 (m, 4H, ArOCH3), 5.97 (s, 1H, OH), 4.27�C4.22 (m, 5H, CH2CHOH, CH2O), 4.06 (t, 2H, J = 6.7Hz, COOCH2), 3.70 (s, 3H, ArOCH3), 3.33�C3.27 (m, 3H, CH2N, NCH2), 3.16�C3.08 (m, 1H, CH2N), 1.69�C1.60 (m, 2H, CH3CH2), 0.93 (t, 3H, J = 7.4Hz, CH3); 13C NMR (100MHz, DMSO-d6), ��: 165.2, 153.8, 153.5, 151.7, 144.1, 130.6, 122.9, 117.3, 115.7, 114.6, 66.1, 65.9, 64.

5, 63.9, 55.4, 49.8, 46.2, 21.8, 10.3; MS: for C23H31N2O7 [M+H]+ calc. 447.2053m/z, found 447.3m/z. 2-Hydroxy-3-[2-(4-methoxyphenoxy)ethylamino]-propyl 4-(Butoxycarbonylamino)benzoate Hydrochloride (20d). Yield 35%; m.p. 190�C192��C; HPLC purity 98.94%; UV (nm), ��max /log �� : 271.1/3.46; IR (Zn/Se ATR, cm?1): 3327, 2964, 1734, 1700, 1597, 1223; 1H NMR (400MHz, DMSO-d6), ��: 10.11 (s, 1H, NHCO), 9.34 (bs, 1H, NH), 9.07 (bs, 1H, NH), 7.94 (d, 2H, J = 8.6Hz, ArCOO), 7.62 (d, 2H, J = 8.6Hz, ArN), 6.93�C6.81 (m, 4H, ArOCH3), 5.97 (d, 1H, J = 3.5Hz, OH), 4.31�C4.20 (m, 5H, CH2CHOH, CH2O), 4.11 (t, 2H, J = 6.5Hz, COOCH2), 3.70 (s, 3H, ArOCH3), 3.33�C3.25 (m, 3H, CH2N, NCH2), 3.15�C3.07 (m, 1H, CH2N), 1.65�C1.58 (m, 2H, CH2CH2), 1.43�C1.33 (m, 2H, CH2CH2), 0.91 (t, 3H, J = 7.

4Hz, CH3); 13C NMR (100MHz, DMSO-d6), ��: 165.2, 153.8, 153.4, 151.7, 144.0, 130.6, 122.9, 117.3, 115.7, 114.6, 65.9, 64.5, 64.2, 63.9, 55.3, 49.8, 46.2, 30.5, 18.6, 13.6; MS: for C24H33N2O7 [M+H]+ calc. 461.2210m/z, found 461.4m/z. 2-Hydroxy-3-[2-(2,6-dimethoxyphenoxy)ethylamino]-propyl 4-(Methoxycarbonylamino)benzoate Hydrochloride (21a). Yield 42%; m.p. 202�C204��C; HPLC purity 98.86%; UV (nm), ��max /log �� : 268.7/3.49; IR (Zn/Se ATR, cm?1): 3302, 2951, 2622, 1745, 1695, 1599, 1227, 1102; 1H NMR (400MHz, DMSO-d6), ��: 10.15 (s, 1H, NHCO), 9.31 (bs, 1H, NH), 8.59 (bs, 1H, NH), 7.95 (d, 2H, J = 8.8Hz, ArCOO), 7.60 (d, 2H, J = 8.8Hz, ArN), 7.06 (t, 1H, J = 8.6Hz, p-ArOCH3), 6.70 (d, 2H, J = 8.6Hz, m-ArOCH3), 6.06 (s, 1H, OH), 4.32�C4.22 (m, 3H, CH2CHOH), 4.17�C4.14 (m, 2H, CH2O), 3.

79 (s, 6H, ArOCH3), 3.69 (s, 3H, COOCH3), 3.40�C3.33 (m, 3H, CH2N, NCH2), 3.29�C3.26 (m, 1H, CH2N); 13C NMR (100MHz, DMSO-d6), ��: 165.2, 153.8, 153.0, 145.0, 135.2, 130.6, 124.5, 122.9, 117.3, 105.3, 67.9, 66.0, 64.5, 55.9, 52.0, 49.3, 46.8; MS: for C22H29N2O8 [M+H]+ calc. 449.1846m/z, found 449.3m/z. 2-Hydroxy-3-[2-(2,6-dimethoxyphenoxy)ethylamino]-propyl 4-(Ethoxycarbonylamino)benzoate Hydrochloride (21b). Yield 20%; m.p. 215�C217��C; HPLC purity 98.07%; UV (nm), ��max /log Dacomitinib �� : 269.9/3.