Electric Literature of 51605-32-4,Some common heterocyclic compound, 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, molecular formula is C7H10N2O2, 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.
Step 1 To a stirred suspension of 5.4 g ethyl 4-methyl-5-imidazolecarboxylate in 30 ml tetrahydrofuran were added 1.4 g sodium hydride in mineral oil (60percent) in portions at ambient temperature under argon atmosphere. After gas formation ceased, 2.24 ml methyl iodide were added dropwise at 0° C., then the mixture was stirred at ambient temperature overnight. The precipitate was filtered off and the filtrate was concentrated. The resulting residue was purified by column chromatography eluted with dichloromethane:methanol (100:0->87:13) to give pure intermediate I.4. Yield: 1.0 g of 1.4 (17percent of theory) Analysis: [M+H]+=169; HPLC-MS (method G): Rt=0.76 min
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-methyl-1H-imidazole-4-carboxylate, its application will become more common.
Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; DAHMANN, Georg; DOLLINGER, Horst; GNAMM, Christian; FIEGEN, Dennis; HOFFMANN, Matthias; KLICIC, Jasna; LAMB, David James; SCHNAPP, Andreas; US2013/281430; (2013); A1;,
Imidazole – Wikipedia,
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