G. Wagner et al., SYNTHESIS OF N-(2-CARBOXY-THIENO[2,3-B]PYRIDINE-3-YL)-FORMAMIDINES AND CORRESPONDING ALKYL ESTERS WITH ANTIANAPHYLACTIC ACTIVITY, Die Pharmazie, 48(3), 1993, pp. 185-188
A lot of -(2-carboxy-thieno[2,3-b]pyridin-3-yl)formamidines especially
in form of their amine salts - were synthesized by reaction of 3-amin
o-thieno[2,3-b]pyridine-2-carboxylic acids with dimethylformamide/phos
phoroxide chloride or by reaction of 4-oxo-4 H-pyrido[3',2':4,5]thieno
[3,2-d]1,3-oxazines with amines. Carboxylic acid alkylesters of this s
tructure were yielded from 3-amino-thieno[2,3-b]pyridine-2-carbonic ac
id alkylesters by reaction with dimethylformamide/phosphoroxide chlori
de or with N-formyl-piperidine or N-formyl-morpholine and phosphoroxid
e chloride. The compounds showed antianaphylactic activity.