Electric Literature of 67074-78-6,Some common heterocyclic compound, 67074-78-6, name is 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one, molecular formula is C7H7N3O, 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.
F) N-(1-(4-methoxyphenyl)propyl)-2-oxo-2,3-dihydropyrido[2,3-b]pyrazine-4(1H)-carboxamide To a solution of 3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one (23.5 mg) in a mixed solvent of tetrahydrofuran (5 mL) and N,N-dimethylacetamide (1 mL) were added triethylamine (65.9 muL) and bis(trichloromethyl)carbonate (46.8 mg) at 0C. The reaction mixture was stirred at 0C for 2 hr, triethylamine (65.9 muL) and 1-(4-methoxyphenyl)propan-1-amine hydrochloride (159 mg) were added thereto at 0C. The reaction mixture was stirred at room temperature for 2 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane), and crystallized from hexane/isopropyl ether to give the title compound (6.3 mg). MS (API-): [M-H]- 339.0. 1H NMR (300 MHz, CDCl3) delta 0.79-1.00 (3H, m), 1.76-1.97 (2H, m), 3.78 (3H, s), 4.68 (2H, s), 4.83 (1H, q, J = 7.2 Hz), 6.86 (2H, d, J = 8.7 Hz), 6.96 (1H, dd, J = 7.7, 5.1 Hz), 7.08-7.37 (3H, m), 7.97 (1H, dd, J = 5.1,1.3 Hz), 9.69 (1H, brs), 10.35 (1H, d, J = 7.6 Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one, its application will become more common.
Reference:
Patent; Takeda Pharmaceutical Company Limited; MIKAMI, Satoshi; NAKAMURA, Shinji; ASHIZAWA, Tomoko; SASAKI, Shigekazu; TANIGUCHI, Takahiko; NOMURA, Izumi; KAWASAKI, Masanori; EP2848618; (2015); A1;,
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