Synthesis of thieno (2,3-b) pyridines with oxalamidic acid or an oxalamidic alkylester residues and of 4-alkoxy-pyrido (3',2':4,5) thieno (3,2-d) pyridine-2-carboxylic acid derivates
Wagner, G.; Leistner, S.; Vieweg, H.; Krasselt, U.; Prantz, J.
Die Pharmazie 48(5): 342-346
1993
ISSN/ISBN: 0031-7144 PMID: 8327562 Document Number: 420117
N-(2-Alkoxycarbonyl-thieno[2,3-b]pyrid-3-yl)oxalamide acid alkylester B were synthesized by the reaction of 3-amino-2-carboxylic esters A with oxalic acid diethylester in presence of sodium alkoxides. The 3-amino-2-cyano-thieno[2,3-b]pyridines C yielded under the same conditions via the N-(2-cyano-thieno[2,3-b]pyrid-3-yl)oxalamidic acid alkylesters D/1-D/4 the 4-alkoxy-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-2-carboxylic acid alkylesters E/1-E/8. The compounds D/1, D/2 and E/1-E/5 were hydrolyzed to give the corresponding carboxylic acids. The 3-amino-furo[2,3-b]pyridine-2-carboxylic acid ethylester H reacted with oxalic ethylester chloride to give the oxalamide ethylester I. The synthesized substances showed an antinaphylactic activity.