Extended knowledge of (4-Methylpyridin-3-yl)methanamine

With the rapid development of chemical substances, we look forward to future research findings about 1443-42-1.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of ethyl 8-(benzyloxy)-5-hydroxy-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate (145 mg) and triethylamine (113 muL) in methylene chloride (5 mL), trifluoromethanesulfonic anhydride (130 muL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, ((4-methylpyridin-3-yl)methyl)amine (82 mg), triethylamine (170 muL) and dioxane (10 mL) were added, and the mixture was stirred at room temperature for 6 hours. The solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] to obtain a brown oil (174 mg). To the obtained brown oil (174 mg), methanol (10 mL) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were added, and the mixture was heated with stirring at 60 to 70C for 6 hours and 30 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure, and chloroform and water were added to the residue. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] and then suspended in a mixed solvent of 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a yellow solid of 8-(benzyloxy)-4-methyl-5-(((4-methylpyridin-3-yl)methyl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one (11 mg). 1H-NMR (CDCl3) delta value: 2.42 (s, 3H), 2.88 (s, 3H), 4.38 (d, J=4.4 Hz, 2H), 5.06-5.14 (m, 1H), 5.26 (s, 2H), 5.79 (s, 1H), 7.21 (d, J=5.1 Hz, 1H), 7.34-7.43 (m, 3H), 7.65-7.72 (m, 2H), 8.52 (d, J=5.1 Hz, 1H), 8.53 (s, 1H), 8.91 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 1443-42-1.

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem