Simple exploration of Methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 75092-25-0, name is Methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate, belongs to pyrazoles-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 75092-25-0, Product Details of 75092-25-0

5.1.51 Methyl 1-methyl-4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-1H-pyrazole-3-carboxylate (36) To a mixture of 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one (34, 2.3 g, 9.78 mmol) and methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate (35, 1.25 g, 4.70 mmol) in DMF (40 mL) and water (10 mL) were added Pd(PPh3)4 (814 mg, 0.71 mmol) and Cs2CO3 (3.06 g, 9.40 mmol), and the mixture was stirred at 80 C for 12 h. The mixture was concentrated in vacuo, and the residue was purified by silica gel column chromatography (0-5% MeOH in CHCl3) to give 36 (812 mg, 70%) as colorless solid. 1H NMR (DMSO-d6) delta 3.44 (s, 3H), 3.74 (s, 3H), 3.91 (s, 3H), 6.39 (d, 1H, J = 9.3 Hz), 7.51 (dd, 1H, J = 9.4, 2.6 Hz), 7.86 (d, 1H, J = 2.6 Hz), 7.94 (s, 1H); MS (ESI) m/z 248 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Miyamoto, Satoshi; Shiina, Yasuhiro; Kikuchi, Shigetoshi; Mihara, Takuma; Moriguchi, Hiroyuki; Fushiki, Hiroshi; Murakami, Yoshihiro; Amano, Yasushi; Honbou, Kazuya; Hattori, Kouji; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 297 – 313;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Brief introduction of 75092-25-0

According to the analysis of related databases, 75092-25-0, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 75092-25-0, name is Methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., category: pyrazoles-derivatives

To a mixture of methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate(29; 263 mg, 0.99 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (30; 1.01 g, 4.94 mmol) in DMF(3.4 mL) and H2O (1.0 mL) were added Cs2CO3 (644 mg, 1.98 mmol) and Pd(PPh3)4 (571 mg, 0.49 mmol), and the mixture was stirred at 80 C for 3 h. After the mixture was cooled at room temperature, the mixture was partitioned between water and EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (0-100% EtOAc inCHCl3) to give 31 (87 mg, 41%) a pale yellow oil. 1H NMR (DMSOd6) d 3.77 (s, 3H), 3.95 (s, 3H), 7.49 (d, 2H, J = 5.3 Hz), 8.22 (s,1H), 8.55 (d, 2H, J = 5.3 Hz); MS (ESI) m/z 218 [M+H]+.

According to the analysis of related databases, 75092-25-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Miyamoto, Satoshi; Kikuchi, Shigetoshi; Narazaki, Fumie; Shiina, Yasuhiro; Seo, Ryushi; Amano, Yasushi; Mihara, Takuma; Moriguchi, Hiroyuki; Hattori, Kouji; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3351 – 3367;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics