Application of 204452-91-5,Some common heterocyclic compound, 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, molecular formula is C11H16N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
5,6,7,8-Tetrahydro-[1,8]naphthyridine-2-carboxaldehyde. 2-Dimethoxymethyl-5,6,7,8-tetrahydro-[1,8]naphthyridine (10 g, 0.048 mol) was treated with trifluoroacetic acid (50 mL) and the resulting solution stirred under argon for 12.5 h. The TFA was removed at reduced pressure and the residue partitioned between sat. NaHCO3 and CH2Cl2. The organic layer was dried, concentrated and passed through a 3 in. pad of silica gel (10% acetone/CH2Cl2) and concentrated to afford 5,6,7,8-tetrahydro-[1,8]naphthyridine-2-carboxaldehyde as a yellow crystalline solid. 1H NMR (300 MHz, CDCl3) delta9.80 (s, 1H); 7.31 (d, J=7.32 Hz, 1H); 7.16 (d, J=7.32 Hz, 1H); 5.31 (br, s, 1H); 3.48 (m, 2H); 2.81 (m, 2H); 1.94 (m, 2H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, its application will become more common.
Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
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