Ethyl 4-oxocyclohexanecarboxylate → 4-[3-Ethyl-1-(4-fluorophenyl)-1H-indazole-6-yl]4-hydroxy-cyclohexanecarboxylic acid ethyl ester

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Reaction Steps

This compound was prepared according to the method described in Example 6 of U.S. Ser. No. 09/308,954 filed May 8, 1997 as Attorney Docket No. PC9798, starting with 3.0 grams (9.4 mmol) of 6-bromo-3-ethyl-1-(4-fluoro-phenyl)-1H-indazole and 2.0 grams (11.7 mmol) of 4-oxo-cyclohexanecarboxylic acid ethyl ester to give after silica gel flash column chromatography (using 20% ethyl acetate 80% hexane as elutant) 2.17 grams of light yellow semi-solid which was a mixture of diastereoisomers. 1H NMR (400 MHz, CDCl3) δ 1.25-1.3 (t, 3H); 1.4-1.5 (t, 3H); 1.6-1.78 (m, 2H); 1.8-2.5 (m, 7H); 2.70 (m, 1H); 3.04 (m, 2H); 4.16 (m, 2H); 7.17-7.28 (m, 3H); 7.61-7.79 (m, 4H); MS, m/z 324.4 (M+H+, base).

Provenance & Evidence