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2071628 
Technical Report 
Synthesis of racemic-(1,1'-nitrogen-15, 2'-carbon-13)-trans-3'-methylnicotine 
Sirimanne, , SR; Maggio, VL; Patterson D G, , JR 
1992 
BIOSIS/92/15142 
31 
3 
163-174 
eng 
BIOSIS COPYRIGHT: BIOL ABS. The synthesis of (|)-(1,1'-15N2, 2'-13C)-trans-3'-methylnicotine is reported. 15N-3-Bromopyridine obtained from bromination of pyridine was formylated with nBuLi/(carbonyl-13C)-methyl formate. The resulting 15N-Pyridine-3-(13C-carbonyl)-carboxaldehyde was reacted with 15N-methylamine and then the resulting Schiff's base was condensed with succinic anhydride to give (|)-(1,1'-15N2, 5'-13C)-trans-4'-carboxycotinine. Reduction with lithium aluminum hydride and mesylation followed by reduction with ZnaI gave (|)-(1,1'-15N2, 2'-13C)-trans-3'-methylnicotine.