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Communication | Special issue | Vol 7, No. 1, 1977, pp.51-55
Published online, 1st January, 1970
DOI: 10.3987/S-1977-01-0051
Synthesis of Isoxazolo[5,4-b]pyridines and Isoxazolo[5,4-d]pyrimidines from 5-Aminoisoxazoles

Hiroshi Yamanaka,* Takao Sakamoto, and Akira Shiozawa

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

3-Phenyl-4-formyl-5-aminoisoxazole (III) was synthesized by the Vilsmeier reaction of 3-phenyl-5-aminoisoxazole (I) via a stable intermediate, 3-phenyl-4-formyl-5-dimethylaminomethyleneaminoisoxazole (III). Condensation of III with β-keto acids and amidine derivatives afforded isoxazolo[5,4-b]pyridines and isoxazolo[5,4-d]pyrimidines, respectively.