TY - JOUR
T1 - Polycyclic N-heterocyclic compounds. Part 70
T2 - Synthesis of 5-amino-1,2-dihydrofuro[2,3-b]pyrido[3',2':4,5]-thieno[3,2-d]pyridines and related compounds. Evaluation of effects on lipoprotein lipase mRNA expression
AU - Okuda, Kensuke
AU - Takechi, Hideyasu
AU - Hirota, Takashi
AU - Sasaki, Kenji
PY - 2011/5/26
Y1 - 2011/5/26
N2 - 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.
AB - 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.
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U2 - 10.3987/COM-11-12187
DO - 10.3987/COM-11-12187
M3 - Article
AN - SCOPUS:79957638334
SN - 0385-5414
VL - 83
SP - 1315
EP - 1328
JO - Heterocycles
JF - Heterocycles
IS - 6
ER -