5-(3-Pyridinyl)pentanoic acid → 4-(2,2-Diphenylethenyl)-1-[1-oxo-5-(3-pyridinyl)pentyl]piperidine

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Reaction Steps

The title compound was prepared in a manner similar to that employed for the compound of example 10 starting with 5.27 g of 4-(2,2-diphenylethenyl)piperidine and the acid chloride prepared from 6.5 g of 3-pyridine pentanoic acid. The toluene extracts were evaporated and chromatographed on a Waters Prep 500 using silica gel columns and eluting with 98:2 ethyl acetate-triethylamine. Evaporation of the combined product fractions gave 8.0 g (94%) of crude 4-(2,2-diphenylethenyl)-1-[1-oxo-5-(3-pyridinyl)pentyl]piperidine. Crystallization of a small portion from ether gave analytically pure 4-(2,2-diphenylethenyl)-1-[1-oxo-5-(3-pyridinyl)pentyl]piperidine, mp 82°-84° C. Analysis Calculated for C29H32N2O: C, 82.04; H, 7.60; N, 6.60. Found: C, 81.88; H, 7.63; N, 6.67.

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