Ponticelli, Fabio’s team published research in Gazzetta Chimica Italiana in 1983 | CAS: 29278-09-9

Ethyl 5-amino-3-phenylisoxazole-4-carboxylate(cas: 29278-09-9) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Synthetic Route of C12H12N2O3

In 1983,Gazzetta Chimica Italiana included an article by Ponticelli, Fabio; Tedeschi, Piero. Synthetic Route of C12H12N2O3. The article was titled 《Ethyl 5-imino-2-methyl-2,5-dihydroisoxazole-3- and 4-carboxylates: synthesis and alkaline ring opening》. The information in the text is summarized as follows:

Methylation of I (R = Me, Ph, R1 = CO2Et, R2 = H, Me; R = CO2Et, R1 = Me, Ph, R2 = H; R = Me, Ph, R1 = CO2H, R2 = H) by FSO3Me gave II which (R = Me, Ph, R1 = CO2Et, R2 = H) were heated with alc. NaOH to give III (R1 = CN) which were hydrolyzed to give IV (R3 = Me, Ph). Treatment of the latter with SOCl2 gave MeN(OH)C(:NH)CH2CO2Et.HCl; catalytic hydrogenation gave MeNHC(:NH)CH2COR3.HCl. In the part of experimental materials, we found many familiar compounds, such as Ethyl 5-amino-3-phenylisoxazole-4-carboxylate(cas: 29278-09-9Synthetic Route of C12H12N2O3)

Ethyl 5-amino-3-phenylisoxazole-4-carboxylate(cas: 29278-09-9) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Synthetic Route of C12H12N2O3

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem