POLYCYCLIC N-HETEROCYCLIC COMPOUNDS. PART 70: SYNTHESIS OF 5-AMINO-1,2-DIHYDROFURO[2,3-6]PYRIDO[3',2':4,5]- THIENO[3,2-d]PYRIDINES AND RELATED COMPOUNDS. EVALUATION OF EFFECTS ON LIPOPROTEIN LIPASE mRNA EXPRESSION

摘要

Reaction of 3-(3-cyanopropoxy)thieno[2,3-b]pyridine-2-carbonitriles with potassium tert-butoxide gave 5-amino-1,2-dihydrofuro[2,3-b]pyrido-[3',2':4,5]thieno[3,2-d]pyridines via a Truce-Smiles rearrangement. The 5-amino group was transformed to the chloro derivatives which were allowed to react with various nucleophiles. Effects of the newly synthesized compounds on lipoprotein lipase mRNA expression were also evaluated. The previously unreported parent compound, furo[2,3-b]pyrido[3',2':4,5]thieno[3,2-d]pyridine, was also synthesized.