Synthetic Route of 179692-08-1,Some common heterocyclic compound, 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, molecular formula is C6H7IN2O2, 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 small vial was added the nitrogen-containing nucleophile (1 eq.), arylboronic acid (1.5 eq.), copper(II) acetate monohydrate (0.3 eq.) in N,N-dimethylformamide (2 mL/mmol) and pyridine (3.0 eq.). The reaction was stirred under an oxygen atmosphere at 90 C for 6 hours. The reaction was then cooled to room temperature and diluted with a saturated aqueous sodium bicarbonate solution, and the aqueous phase was extracted with 3 times with dichloromethane. The organic phases were combined, washed with brine, dried with sodium sulfate and concentrated under vacuum. The crude material was purified by flash chromatography.Similar to the procedure as described in General Procedure C, ethyl 4-iodo-lH- pyrazole-3-carboxylate was reacted with 3-bromophenylboronic acid to give the title compound (1.6g, 83%) as a white solid. LC-MS (ES, m/z): 421 [M+H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-iodo-1H-pyrazole-5-carboxylate, its application will become more common.