4-Bromo-2-fluoro-1-isopropoxybenzene → 6-[2-(3-chloro-4-isopropoxyphenyl)ethyl]-3-[(5-chloro-1-methyl-1H-benzimidazol-2-yl)thio]-6-cyclopentyl-4-hydroxy-5,6-dihydro-2H-pyran-2-one

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The title compound was prepared analogously to Example C(40), where 3-chloro-6-cyclopentyl-6-[2-(3-fluoro-4-isopropoxyphenyl)ethyl]-4-hydroxy-5,6-dihydro-2H-pyran-2-one, where 4-bromo-2-fluoro-1-isopropoxybenzene was) was substituted in place of 3-chloro-6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydro-2H-pyran-2-one and 7-chloro-5-(trifluoromethyl)-1H-benzimidazole-2-thiol was substituted in place of 5-chloro-1-isopropyl-1H-benzimidazole-2-thiol. 1H NMR (300 MHz, DMSO-D6) δ: 1.26 (d, J=6.03 Hz, 6H), 1.43-1.71 (m, 8H), 2.16-2.22 (m, 2H), 2.39-2.42 (m, 1H), 2.53-2.69 (m, 3H), 2.70-2.75 (m, 1H), 3.70 (s, 3H), 4.50-4.58 (m, 1H), 6.93-6.96 (m, 1H), 7.02-7.08 (m, 2H), 7.11-7.15 (m, 2H), 7.41-7.44 (m, 1H). ESI-MS calcd for C29H32Cl2N2O4S: 558.2. Found (M+H+): 559.1. Anal. Calcd. For C29H32Cl2N2O4S.1.0H2O: C, 60.35; H, 5.94; N, 4.85; S, 5.56. Found: C, 60.46; H, 5.95; N, 4.74; S, 5.52.

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