Adding a certain compound to certain chemical reactions, such as: 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, 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 17325-26-7, Recommanded Product: Methyl 1H-imidazole-5-carboxylate
To a solution of 97 (3.00 g, 23.8 mmol) in DMF (5 mL) was added NaH (1.14 g, 28.6 mmol) in portions at 0 C. The mixture was stirred at 0 C for 1 h. Then SEM-CI (8.44 mL, 47.6 mmol) was added drop-wise at 0 C. The reaction mixture was stirred at 25 C for 13 h. The reaction was quenched by sat. aq. NH4CI (10 mL) at 0 C and then extracted with EtOAc (20 mL x 3). The combinedorganic phase was washed with brine (20 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography (petroleum ether/ethyl acetate = 1:2) to give 98 (2.00 g, yield 33%) as a yellow oil. 1H NMR (400 MHz, CDCI3) 7.73 (s, 1H), 7.62 (s, 1H), 5.31 (s, 2H), 3.91 (s, 3H), 3.50 (t, J = 8.0 Hz, 2H), 0.92 (t, J = 8.0 Hz, 2H), -0.01 (s, 9H). To a solution of 98 (2.00 g, 7.80 mmol) in THF (20 mL) was added LiAIH4 (355 mg, 9.36 mmol) in portions at 0 C. Themixture was stirred at 25 C for 3 h. The reaction was quenched by sat. aq. potassium sodium tartrate (1 mL) at 0 C, filtered and concentrated in vacuo to give 99 (1.4 g, yield 79%) as a colorless oil. 1HNMR (400 MHz, CDCI3) 7.56 (s, 1H), 6.99 (s, 1H), 5.23 (s, 2H), 4.61 (s, 2H), 3.48 (t, J = 8.0 Hz, 2H),0.91 (t, J = 8.0 Hz, 2H), 0.01 (s, 9H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1H-imidazole-5-carboxylate, and friends who are interested can also refer to it.
Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; CARTER, David Scott; HALLADAY, Jason S.; JACOBS, Robert T.; LIU, Yang; PLATTNER, Jacob J.; ZHANG, Yong-Kang; WITTY, Michael John; (149 pag.)WO2017/195069; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem