Some common heterocyclic compound, 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, molecular formula is C6H8N2O2, 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 Ethyl 1H-imidazole-2-carboxylate
Description 43; Lambda/-(3-Fluorophenyl)-1-(1W-imidazol-2-ylcarbonyl)-4-piperidinamine (D43); Ethyl imidazole-2-carboxylate (701 mg, 5.0mmol) and D12 (971 mg, 5.0mmol) were dissolved in toluene (25ml) and flushed with argon. This solution was cooled to 00C and treated with trimethylaluminium (7.5ml, 2M solution in hexanes, 15mmol). The mixture was then warmed to 250C and stirred for 16h. The temperature was raised to 500C and the mixture stirred for 4h. The mixture was cooled to 250C and stirred for 3days then treated with Rochelle’s salt (20ml) and stirred for 1h. The resultant solution was poured into water (30ml) and extracted with EtOAc (3x40ml). The combined organics were washed with brine, dried (MgSO4) and concentrated in vacuo. Purification by column chromatography on silica eluting with a 0-10percent MeOH/DCM gradient gave the title compound as a pale yellow solid (775mg). deltaH (CDCI3, 400MHz) 1.50 (2H, m), 2.21 (2H, d), 3.09 (1H, t), 3.58 (2H, m), 3.68 (1H, m), 4.51 (1H1 d), 5.80 (1 H, d), 6.25-6.40 (3H, m), 7.09 (1H, q), 7.12 (1H, s), 7.20 (1H, s), 10.72 (1H, br s). MS (ES): MH+ 289, (M-H+) 287.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33543-78-1, its application will become more common.
Reference:
Patent; GLAXO GROUP LIMITED; WO2007/7018; (2007); A1;,
Imidazole – Wikipedia,
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