Synthesis of compound 12 Concentrated sulfuric acid (64 mmol) was added buy Entospletinib into compound 9 (10 mmol) drop by drop under stirring, and the reaction content was stirred in an ice bath for 15 min. The mixture was allowed to reach to room temperature and stirred for an additional 3 h. Then, the resulting solution was poured into ice-cold water and made alkaline to pH 8 with ammonia. The precipitated product was filtered, washed with water, and recrystallized from ethanol to afford the desired product. 5-[(6-Morpholin-4-ylpyridin-3-yl)methyl]-N-phenyl-1,3,4-thiadiazol-2-amine (12) Yield (2.13 g, 58 %); m.p. 172–173 °C; IR (KBr, ν, cm−1): 3,252 (2NH), 3,077 (Ar CH), 1,599 (C=N), 1,121 (C–O); 1H NMR (DMSO-d 6, δ ppm): 3.49 (bs, 4H, N–2CH2), 3.66 (bs, 4H, O–2CH2), 4.49 (s, 2H, CH2), 6.04 (bs, 1H, NH), 7.26–7.34 (m, 4H, arH), 7.54–7.66 (m, 4H, arH), 10.23 (s,1H, NH); 13C NMR (DMSO-d 6, δ ppm): 34.63 (CH2), 47.18 (N–2CH2), 66.69 (O–2CH2), arC: [109.13 (CH), 117.93 (2CH), 122.42 (2CH), 125.33 (CH), 129.75 (2CH), 137.53 (C), 141.31 (C), 153.50 (C)], 161.75 (thiadiazole C-2), 165.11 (thiadiazole C-5); LC–MS:

m/z (%) 368.45 [M]+ (56), 165.45 (85); Anal.calcd (%) for C18H20N6OS: C, 58.68; H, 5.47; N, 22.81, S, 8.70. Found: C, 58.74; H, 5.55; N, 22.85; S, 8.75. Synthesis of compound 13 Ethyl bromoacetate was added to the solution of compound 9 in absolute ethanol (10 mmol), and the mixture was refluxed in the presence of dried sodium acetate (16.4 g 200 mmol) for 9 h. Then, the mixture was cooled to room temperature, poured into ice-cold water under stirring, and left overnight Evofosfamide cell line in cold. 201–202 °C; IR (KBr, ν, cm−1): 3,326 (2NH), 1,746 (2C=O), 1,492 (C=N), 1,119 (C–O); 1H NMR (DMSO-d 6, δ ppm): 3.17 (bs, 4H, N–2CH2), 3.67 (bs, 4H, O–2CH2), 3.86 (d, 2H, CH2, J = 3.8 Hz), 4.18 (s, 2H, S–CH2), 5.74 (bs, 1H, NH), 6.89–7.16 (m, 5H, arH), 7.32–7.38 (m, 3H, arH), 10.86 (s, many 1H, NH); 13C NMR (DMSO-d 6, δ ppm): 30.61 (NH–CH2), 45.58 (thiazolidine-CH2), 56.28 (N–2CH2), 66.64 (O–2CH2), arC: [107.12 (CH), 108.79 (CH), 121.52 (CH), 124.15 (CH), 125.19 (CH), 126.52 (C), 129.52 (CH), 130.02 (CH), 132.84 (CH), 138.32 (C), 148.02 (C)], 152.30 (thiazolidine C-2), 158.39 (thiazolidine C-4), 170.94 (C=O); LC–MS: m/z (%) 426.52 [M]+ (52), 215.86 (64), 165.42 (74); Anal.calcd (%) for C20H22N6O3S: C, 56.32; H, 5.20; N, 19.70, S, 7.52. Antimicrobial activity All test www.selleckchem.com/products/Nilotinib.html microorganisms were obtained from the Hifzissihha Institute of Refik Saydam (Ankara, Turkey) and were as follows: Escherichia coli (E.