The synthesis of 2,6-diethyl-, 2,6-di-n-propyl-, 2,6-diisopropyl-and 2,6-dipent-2' -yl-pyridine, and of 2,6-lutidine, 2,6-diethylpyridine and 2,6-diisopropylpyridine methiodides is described. 2,6-Lutidine and 2,6-diethylpyridine methiodides were cleaved by means of potassium hydroxide solution to give m-cresol and 2-methyl-3-ethylphenol.As part of a study on pyridine homologues 1 we synthesised some pyridine derivatives containing alkyl substituents in the 2-and 6-positions, generally . by the reduction of oxygen-containing compounds. Suitable starting materials were either tertjary carbinols, which could be reduced with hydriodic acid, or pyridyl ketones, which could be reduced by the Wolff-Kischner method.The former method was used for the preparation of homologues with branched-chain alkyl substituents, since the intermediate tertiary alcohols may be readily obtained by reacting Grignard reagents with carbonyl compounds. Thus the reaction of dimethyl dipicolinate (I) with methylmagnesium bromide afforded 2,6-bis-(2'-hydroxy-2'-propyl)-pyridine (III) which, on reductionIX, R = CHa * X, R = C 2 H 5 * The paper by R_ Lukes and P. Vaculik: Chern. listy 51, 1510 (1957) is considered as Part I of this series.

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