Extracurricular laboratory: Synthetic route of 1-Methyl-1H-imidazole-4-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-imidazole-4-carboxylic acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 41716-18-1, Recommanded Product: 41716-18-1

[00393] To a solution of (+/?)-cis-N1-(2-chloro-7-methyl-7H-pyrrolo[2,3 -d]pyrimidin-4-yl)cyclohexane-i,3-diamine (110.5 mg, 9 mmol) in a mixed solvent of tetrahydrofuran (4 mL) and dimethyl sulfoxide (1 mL) was added N,N-diisopropylethylamine (0.16 mL, 1.19 mmol) and i-methyl-1H-imidazole-4-carboxylic acid (99 mg, 0.78 mmol). The mixture was stirred at rt for 10 minitues, and then HATU (300 mg, 0.79 mmol) was added. The resulting mixture was stirred at rt for 3 h. To the reaction mixture was added water (10 mL), and the resulting mixture was extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with saturated brine (30 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a colorless solid (86 mg, 56percent).MS (ESI, pos.ion) m/z: 388.2 [M+H]+1H NMR (400 MHz, MeOD) (ppm) : 7.65 (d, J 6.1 Hz, 2H), 6.99 (d, J 3.3 Hz, 1H), 6.56 (d,J = 3.4 Hz, 1H), 3.78 (s, 3H), 3.72 (s, 3H), 2.68 (s, 2H), 2.34 (d, J = 11.6 Hz, 1H), 2.06 (s, 2H),1.93 (d, J = 13.6 Hz, 1H), 1.61 (d, J = 13.5 Hz, 1H), 1.44 (d, J = 11.7 Hz, 1H), 1.39 (d, J = 3.6Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-imidazole-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem