Related Products of 402-61-9,Some common heterocyclic compound, 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, molecular formula is C5H6N2O2, 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.
General procedure: To a solution of 5-methyl-1H-pyrazole-3-carboxylic acid (19; 1.1-3.3 equiv) in DMF (5 mL) were added EDCI¡¤HCl (1.1-3.3 equiv), HOBt¡¤H2O (1.1-3.3 equiv) and DIPEA (1.1-3.3 equiv) at 0 C and the resulting mixture was stirred at this temperature for 30 min. The corresponding derivative bearing one to three amino groups (17, 25-28 or 36; 1 equiv), dissolved in DMF (1 mL), was added and the reaction mixture was stirred for 48 h at r.t. After this time, the reaction mixture was poured into ice-water (30 mL) and the formed precipitate was filtered off and washed thoroughly with small amounts of distilled H2O to free it from DMF. After drying in a dessicator, the desired products were obtained as white solids. 1,3,5-Tris[(5-methyl-1H-pyrazol-3-yl-carbonyl)aminomethyl]-2,4,6-triethylbenzene (6) Yield: 78% (0.11 g, 0.19 mmol); white solid; mp 178 C (dec.). 1H NMR (400 MHz, CD3OD): delta = 6.50 (s, 3 H), 4.65 (s, 6 H), 2.85 (q, J =7.5 Hz, 6 H), 2.29 (s, 9 H), 1.20 (t, J =7.5 Hz, 9 H). 13C NMR (100 MHz, CD3OD): delta = 164.63, 147.88, 145.72, 142.02,133.02, 105.52, 38.75, 24.05, 16.67, 10.48. HRMS (ESI): m/z [M + H]+ calcd for C30H40N9O3: 574.32486; found: 574.32506.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-pyrazole-3-carboxylic acid, its application will become more common.