Some common heterocyclic compound, 25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, molecular formula is C5H6N2O, 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. Application In Synthesis of 1-Methyl-1H-pyrazole-4-carbaldehyde
General procedure: Benzaldehyde (30muL, 0.30mmol) was added to a mixture of 14 (100mg, 0.24mmol) and acetic acid (4.1muL, 0.07mmol) in CH2Cl2 (2.5mL). The mixture was stirred at room temperature for 0.5h. Sodium trisacetoxyborohydride (101mg, 0.48mmol) was added and the mixture was stirred at room temperature overnight. The mixture was neutralized with sat. NaHCO3(aq) and extracted with CHCl3. The organic layer was washed with brine, dried over Na2SO4, and concentrated at reduced pressure. The residue was purified by silica gel column chromatography (CHCl3/MeOH) to give the desired compound as a colorless solid (82.7mg, 68%).Compound 15i was prepared by a procedure similar to that described for 15h to give a colorless solid (yield 61%). 1H-NMR (DMSO-d6) delta 1.84-1.94 (1H, m), 2.37-2.48 (2H, m), 2.73-2.82 (2H, m), 2.88-2.94 (1H, m), 3.08 (3H, s), 3.49 (2H, s), 3.76-3.78 (3H, m), 4.01 (3H, s), 4.04 (3H, s), 5.36-5.42 (1H, m), 7.14 (1H, s), 7.31-7.33 (1H, m), 7.58 (1H, s), 8.07 (1H, s), 8.42 (1H, d, J?=?2.2?Hz), 8.82 (1H, d, J?=?2.2?Hz), 9.37 (1H, br). ESI-MS m/z 513.4 [(M?+?H)+]. HRMS(ESI) m/z calcd for C23H29N8O4S [(M?+?H)+]: 513.2027, found: 513.2027.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25016-11-9, its application will become more common.