Synthetic Route of 578008-32-9,Some common heterocyclic compound, 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, molecular formula is C9H15N3O2, 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.
Methyl 3,5-dichloropyrazine-2-carboxylate (2.83 g,13.7 mmol), palladium acetate (302 mg, 1.33 mmol), 4,5-bis(diphenylphosphino)-9,9- dimethylxanthene (1.63 g, 2.82 mmol), potassium carbonate (18.5 g, 135 mmol), and tert- butyl 3-amino-5-methyl-lH-pyrazole-l-carboxylate (2.70 g, 13.7 mmol) were suspended in anhydrous dioxane (95 mL). The resulting mixture was degassed with nitrogen for5 minutes and stirred at 90C for one hour. The reaction was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (3 x 200 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (0-60% ethyl acetate in hexanes) to give the title compound as a yellow solid (4.2Og, 11.42 mmol, 84% yield); IH NMR (400 MHz, DMSO-^6) delta ppm 1.55 (s, 9 H), 2.21 (s, 3 H), 3.86 (s, 3 H), 6.66 (s, 1 H), 8.57 (s, 1 H), 10.43 (s, 1 H); MS (ESI) m/z 368.3 [M+l]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, its application will become more common.