Synthesis of isomeric 3-aminopyridopyrimidin-4(3H)ones was written by Stanovnik, B.;Tisler M.. And the article was included in Croatica Chemica Acta in 1972.Quality Control of Methyl 2-aminonicotinate This article mentions the following:
Structural assignments of the title compounds (I, II) obtained from H2NNH2 and III or IV resp. were achieved by chem. evidence and interpretation of ir, NMR and mass spectra. III and IV (R1 = CO2Et, CN) were prepared from esters of 2-aninopyridine-3-carboxylic (V) or 3-aminopyridine-2-carboxylic acids (VI) by heating with diethyl ethoxymethylene malonate or ethyl ethoxymethylenecyanacetate (VII). The ratio of cis:trans isomers in III (R1 = CN) prepared from V and VII was (NMR) 閳?:2. Treatment of III or IV with excess H2NNH2H2O in EtOH at room temperature gave I (R = NH2), or II (R = NH2) resp. I and II (R = NH2) were also obtainable from the condensation products of V or VI with Me2NCH(OMe)2 followed by a similar treatment with H2NNH2H2O. 2-Aminonicotinic acid hydrazide and diethoxymethyl acetate cyclized into I (R = N:CHOEt) which upon hydrolysis gave I (R = NH2). Treatment of I or II (R = NH2) with amyl nitrite gave I (R = H), which was treated with AC2O-pyridine to give I or II (R = NHAc) especially Condensation of V with cis- trans-2,5-diethoxy-tetrahydrofuran in AcOH under reflux gave 3-carbomethoxy-2-(N-pyrrolo)pyridine, which with polyphosphoric acid underwent pyrrole elimination to give methyl 2-aminopyridine-3-carboxylate. In the experiment, the researchers used many compounds, for example, Methyl 2-aminonicotinate (cas: 14667-47-1Quality Control of Methyl 2-aminonicotinate).
Methyl 2-aminonicotinate (cas: 14667-47-1) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Quality Control of Methyl 2-aminonicotinate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics