Category: 27825-21-4

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 27825-21-4, name is Methyl 3-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Formula: C6H5ClN2O2

A mixture of methyl 3-chloropyrazine-2-carboxylate (1.0 g, 5.8 mmol), (0733) allyl tributyl stannane (7.4 g, 22 mmol) and bis(triphenylphosphine)palladium(II) di chloride (0.41 g, 0.58 mmol) in DMF (15 mL) was degassed and backfilled with nitrogen (three times), and the reaction mixture was heated to 110 C for 1.5 h. The mixture was quenched with saturated aqueous potassium fluoride, and filtered. The filtrate was extracted with EtOAc, and the combined organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by silica gel column chromatography (EtOAc in hexanes) to give methyl 3- allylpyrazine-2-carboxylate. LCMS (C9HnN202+) (ES, m/z): 179 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference of 27825-21-4, A common heterocyclic compound, 27825-21-4, name is Methyl 3-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, its 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.

To a solution of the product from step 1 (100 mg, 0.58 mmol) in toluene (2 mL) was added Pd(PPh3)4 (134 mg, 0.12 mmol) and 2-(tributylstannyl)pyridine (213 mg, 0.58 mmol) at room temperature and the resulting mixture heated to 100 oC overnight. After cooling to RT, the mixture was filtered and 5 mL of aq. KF solution was added to the filtrate. The resulting mixture was stirred for 30 mins and extracted with EtOAc (5 mL x 3). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was 5 purified by chromatography (30% EtOAc in petroleum ether) to provide the title compound as a oil. LRMS m/z (M+H) 216.1 found, 216.1 required.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Related Products of 27825-21-4, The chemical industry reduces the impact on the environment during synthesis 27825-21-4, name is Methyl 3-chloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

To asolution of the product from step 1 (100 mg, 0.58 mmol) in toluene (2 mL)was added Pd(PPh3)4 (134 mg, 0.12 mmol) and 2-(tributylstannyl)pyridine (213 mg, 0.58 mmol) at room temperature and the resulting mixture heated to 100C overnight. After cooling to RT, the mixture was filtered and 5mL of aq. KF solution was added to the filtrate. The resulting mixture was stirred for 30 mins and extracted with EtOAc (5 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by chromatography (30% EtOAc in petroleum ether) to provide the title compound as an oil. LRMS m/z (M+H) 216.1 found, 216.1 required.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 27825-21-4, name is Methyl 3-chloropyrazine-2-carboxylate, belongs to Pyrazines 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 27825-21-4, Application In Synthesis of Methyl 3-chloropyrazine-2-carboxylate

A mixture of 1 (504?mg, 2.9?mmol) and O-benzylhydroxylamine (1073?mg, 8.72?mmol) in diisopropylethylamine (1.44?mL, 8.72?mmol) was irradiated in microwave at 100?C for 1?h. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel chromatography using ethyl acetate and petroleum ether (1:4) as an eluent to provide 2 as a yellow solid in 16% yield, mp: 60-62?C. 1H NMR (400?MHz, DMSO-d6) delta 10.33 (s, 1H, N-H), 8.50 (d, J?=?2.3?Hz, 1H, pyrazine-H), 8.13 (d, J?=?2.3?Hz, 1H, pyrazine-H), 7.47 (dd, J?=?8.2, 1.6?Hz, 2H, Ph-H), 7.42-7.33 (m, 3H, Ph-H), 4.96 (s, 2H, CH2), 3.82 (s, 3H, CH3). 13C NMR (100?MHz, DMSO-d6) delta 165.51, 155.09, 146.75, 136.19, 134.63, 128.69 (2?xC), 128.30 (2?xC), 128.18, 125.53, 76.85, 52.44. ESI-MS: m/z 260.3 (M+1), 282.4 (M+23). C13H13N3O3 [259.3].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-chloropyrazine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Sun, Lin; Gao, Ping; Dong, Guanyu; Zhang, Xujie; Cheng, Xiqiang; Ding, Xiao; Wang, Xueshun; Daelemans, Dirk; De Clercq, Erik; Pannecouque, Christophe; Menendez-Arias, Luis; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 714 – 724;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem