Nipecotinic acid

The interesting formation of 3-methylenepiperidine (68) (along with 3-methylpyridine and 3-methylpiperidine) was observed in the electrolytic reduction of 3-formylpyridine and 3-pyridylcarbinol.58 Nipecotinic acid and guvacine (69) are obtained from nicotinic acid or its esters.59 (For a discussion of guvacine, see Section V,A.)... 

Rapala et al. J Am Chem Soc 79 3770 1957], nicotinic acid to hexahydronicotinic (nipecotinic) acid without decarboxylation [2 atmospheres, 25°, 4 hours Freifelder J Org Chem 27 4046 1962, Freifelder J Org Chem 28 602, 1135 1963], complete hydrogenation of quinoxaline [Broadbent at al. J Am Chem Soc 82 189 1960], reduetion of the 4,5-double bond of pyrimidine nucleosides and nucleotides [Cohn Doherty JAm Chem Soc 78 2863 1956], dehydrogenation e g. hydrogen transfer from hexahydrohexahelicene to benzene in order to provide hexahelieene and cyclohexane in 73% yield [Newman Lednicer J Am Chem Soc 78 4765 1956, cf also Anderson Anderson J Org Chem 22 1197 1957], and hydrogenation of anilines to cyclohexylamine with httle hydrogenolysis [Freifelder et al. J Org Chem 30 2485 1965],... 

Methylprolines, A27.3, A27.4 Pipecolic acid, A10.7, A"6 Nipecotinic acid, A30.13 2-Aminohex-4-enoic acid, A10.12 Hygrinic acid. All. 14 Homoproline, A"21.6 Coronamic acid, A"35.6... 

Nicotine, K20 Nigericin, Y11 Nimbiol, T33 Nimbin, TS3 Nipecotinic acid, A30 Nitenin, TS7 Nobilonines, K31, K9 ... 

Methyl-4-(4-fluorophenyl)-N-methyl-nipecotinate Hydrochloric acid Formaldehyde Thionyl chloride Sulfuric acid... 

---