4-Pyridinecarboxaldehyde → N-{4-[3,5-bis(Trifluoromethyl)pyrazol-1-yl]phenyl}pyridin-4-ylmethylamine

関与物質

反応手順

A mixture of 1-(4′-aminophenyl)-3,5-bis(trifluoromethyl)pyrazole (0.059 g, 0.2 mmol) and pyridine-4-carboxaldehyde (20 μL, 0.2 mmol) in methanol (0.8 mL) and acetic acid (0.2 mL) was stirred at room temperature for 15 minutes Sodium cyanoborohydride (0.032 g, 0.5 mmol) was added, and the reaction mixture stirred overnight. The reaction mixture was diluted with CH2Cl2 (50 mL), washed with brine (2×20 mL), dried over anhydrous Na2SO4 and evaporated. The residue was purified by flash column chromatography over silica gel (2% acetone in CH2Cl2) to give the above-named compound (0.060 g, 78%): mp 92-94° C. NMR (DMSO-d6) δ 4.40 (2H, d), 6.65 (2H, d), 6.97 (1H, t), 7.23 (2H, d), 7.35 (2H, d), 6.65 (2H, d), 7.7 (1H, s), 8.51 (2H, d).

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