Category: 5521-55-1

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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H6N2O2

A. tert-butyl 5-methylpyrazin-2-ylcarbamate; To a solution of 5-methylpyrazine-2-carboxylic acid (500 mg, 3.62 mmol) in toluene (12 mL) were added DPPA (0.85 mL, 3.98 mmol), TEA (1.01 mL, 7.24 mmol) and te/t-butanol (3.4 mL, 36.2 mmol). The reaction mixture was refluxed for 6 hours after which, it was partitioned between ethyl acetate and water. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSC^, celite filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography using (10% Ethyl acetate/Hexane) as a solvent to afford title compound (530 mg, 70% yield).1H NMR (600 MHz, CDC13) delta 9.15 (s, 1H), 8.08 (s, 1H), 7.61 (s, 1H), 2.50 (s, 3H), 1.55 (s, 9H). MS m/z : 210 [M+l].

According to the analysis of related databases, 5521-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; WO2011/90738; (2011); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C6H6N2O2

Step F: N-((1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentyl)-5-methylpyrazine-2-carboxamide 5-Methylpyrazine-2-carboxylic acid (0.135 g, 0.98 mmol) was dissolved in DMF (3 mL). HATU (0.447 g, 1.17 mmol) was added and the mixture stirred at ambient temperature for about 1 min. TEA (0.6 mL, 4.30 mmol) and (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentylamine (0.250 g, 0.98 mmol) were added and the resulting mixture was stirred at ambient temperature for about 1 h. The mixture was diluted with DCM (10 mL) and washed with a saturated aqueous solution of NaHCO3 (5 mL). The organic layer was collected, dried over MgSO4, filtered and evaporated. The resulting solid was sequentially triturated with Et2O and MeOH. The resulting solid was filtered. The filtrate was evaporated to dryness. The solid was triturated with DCM/DMF (20/1 by volume) to give a white solid that was combined with solid recovered from the Et2O/MeOH filtrate. The combined solids were triturated with EtOAc, filtered and dried to give N-((1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentyl)-5-methylpyrazine-2-carboxamide (0.164 g, 44%); LC/MS (Table 1, Method a) Rt=1.7 min; MS m/z: 376 (M+H)+. Jak3 IC50=C

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; Wishart, Neil; Bonafoux, Dominique F.; Frank, Kristine E.; Hobson, Adrian D.; Konopacki, Donald B.; Martinez, Gloria Y.; Wang, Lu; US2013/72470; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5521-55-1, The chemical industry reduces the impact on the environment during synthesis 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Intermediate: te/t-butyl 5-methylpyrazin-2-ylcarbamate (29a) (29a)To a stirred solution of 5-methyl-2-carboxylic acid (138 g, 1.0 mol) in dioxane (1 L) was added te/t-BuOH (100 mL) and diphenylphosphoryazide (330 g) and the reaction mixture was heated at reflux for 12 hours. The reaction mixture was concentrated to dryness and the residue was purified by flash column chromatography (ethyl acetate/hexanes), then recrystalized from ether to provide te/t-butyl 5-methylpyrazin-2- ylcarbamate (29a).

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, 5-Methylpyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; BENBOW, John William; LOU, Jihong; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/13161; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-55-1,Some common heterocyclic compound, 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, molecular formula is C6H6N2O2, 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.

The reaction is carried out, under nitrogen, in a 1 L×4 neck flask equipped with a mechanical stirrer, water condenser (with gas inlet), and a thermocouple. The reactor is charged with 5-methylpyrazinecarboxylic acid (100 g), ethanol (300 g) and sulfuric acid (2 g). The contents are refluxed for eight hours at 78 C. The reaction mixture is cooled to ambient temperature and sodium bicarbonate (4 g) is added. About 75% of the solvent is removed under reduced pressure and the resulting suspension is allowed to stand overnight. The solids are filtered and washed with cold methanol (2×80 g). Drying under oven (25 inches of Hg) yielded 101.25 g (84%) of 5-methyl-2-pyrazonecarboxylic acid, ethyl ester.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methylpyrazine-2-carboxylic acid, its application will become more common.

Reference:
Patent; ISP INVESTMENTS INC.; US2005/261312; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, 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 5521-55-1, HPLC of Formula: C6H6N2O2

[Referential Example 36] 5-(5-Methyl-2-pyrazinyl)-1-(3-pyridyl)-1H-pyrazole-3-carboxylic acid; [Show Image] 1) 5-Methylpyrazine-2-carboxylic acid N-methoxy-N-methylamide; Triethylamine (28.9 ml) was added to a solution of 5-methylpyrazine-2-carboxylic acid (13.0 g), N,O-dimethyl hydroxylamine hydrochloride (10.1 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (19.8 g), and 1-hydroxybenzotriazole (14.0 g) in N, N-dimethylformamide (130 ml) at room temperature, and the mixture was stirred for 63 hours. Water and ethyl acetate were added to the reaction liquid and the phases were separated, and the organic layer was dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography on silica gel (hexane-ethyl acetate) to give 5-methylpyrazine-2-carboxylic acid N-methoxy-N-methylamide (12.3 g, 72%) as an oily product. 1H-NMR (400 MHz, CDCl3)delta: 2.63 (3H, s), 3.41 (3H, s), 3.74 (3H, s), 8.46 (1H, s), 8.82 (1H, s). FAB-MSm/z: 182 (M+H)+.

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, 5-Methylpyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-55-1, 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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

1) 5-Methylpyrazine-2-carboxylic acid N-methoxy-N-methylamide Triethylamine (28.9 mL) was added at room temperature to 5-methylpyrazine-2-carboxylic acid (13.0 g), N,O-dimethylhydroxylamine hydrochloride (10.1 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (19.8 g), and 1-hydroxybenzotriazole (14.0 g) in N,N-dimethylformamide (130 mL), followed by stirring for 63 hours. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane – ethyl acetate), to thereby give 5-methylpyrazine-2-carboxylic acid N-methoxy-N-methylamide as a solid product (12.3 g, 72%). 1H-NMR(400MHz,CDCl3)delta:2.63(3H,s), 3.41(3H,s), 3.74(3H,s), 8.46(1H,s), 8.82(1H,s). FAB-MS m/z:182(M+H)+.

The chemical industry reduces the impact on the environment during synthesis 5-Methylpyrazine-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of 5-Methylpyrazine-2-carboxylic acid

100.0 g (0.724 mol) of 5-methylpyrazine-2-carboxylic acid was weighed, added to 200.0 ml of purified water, and 11.5 g (0.035 mol) of sodium tungstate was added. The temperature was raised to 45.0 C, the pH was adjusted to 9.0 with sodium hydroxide, 123.0 g (1.086 mol) of 30% H 2 O 2 was added, and the reaction was stirred for 12 h. Adjust the pH to 2.0 with concentrated hydrochloric acid, then stir to the full solution, cool to 5.0 C, and stir for 3 h. After suction filtration, 105.5 g of acipimox was obtained, the yield was 94.5%, the purity was 99.94%, and the peroxide impurity was 0.006%.

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Ti Wenli; Chu Yanjun; (7 pag.)CN109438369; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, 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. Recommanded Product: 5521-55-1

(1) 175 g of 5-methyl-2-pyrazinecarboxylic acid was suspended in 1 L of dioxane, then 1 L of t-butanol, 175 mL of triethylamine, and 287 mL of diphenyl azidophosphate were sequentially added to the suspension, and the reaction solution was heated to 100C. The obtained reaction solution was stirred at the same temperature for 3 hours and then cooled to room temperature, and the solvent was distilled off under reduced pressure. The residue was poured onto a saturated aqueous solution of sodium hydrogen carbonate, and the aqueous phase was extracted with ethyl acetate. The obtained extraction liquid was washed with a saturated aqueous solution of ammonium chloride and dried, and then the solvent was distilled off under reduced pressure. The obtained crude product was crystallized from acetonitrile, to obtain 158 g of the following Compound [1-1]. [Show Image] The spectral data of the compound represented by the above Formula [1-1] is presented below. 1H-NMR (CDCl3) delta: 9.15 (1H, s), 8.70 (1H, s), 7.41 (1H, brs), 2.51 (3H, s), 1.55 (9H, s). mass: 210 (M+1)+.

The synthetic route of 5-Methylpyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1754706; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 5521-55-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5521-55-1 name is 5-Methylpyrazine-2-carboxylic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1: To a solution of 2-methylpyrazine-5-carboxylic acid (10 g, 72.4 mmol) and TEA (20 mL, 108 mmol) in t-butanol (156 mL) and dioxanes (100 mL) was added diphenyl phosphorylazide (23.4 mL, 108 mmol) and the resulting solution was warmed at 100 C. for 3 hours and then cooled to room temperature overnight. The crude reaction mixture was concentrated in vacuo. Purification by chromatography (silica 0-15% ethyl acetate/hexanes) following trituration of impure fractions with ether afforded (5-methyl-pyrazin-2-yl)-carbamic acid tert-butyl ester (10.6 g, 70%): 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.56 (s, 9H) 2.51 (s, 3H) 8.02 (br. s., 1H) 8.07-8.14 (m, 1H) 9.18 (d, J=1.13 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methylpyrazine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-55-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5521-55-1 name is 5-Methylpyrazine-2-carboxylic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of R1COOH (1mmol) in DMF (5ml), DIEA (3mmol), intermediate 3 (1.1mmol) and HBTU (1mmol) were added at room temperature for 10h. The mixture was diluted with 20ml water and extracted with ethyl acetate (3×20ml). The combined organic layers were washed with saturated aqueous sodium bicarbonate and brine, and then dried over anhydrous sodium sulfate. After removing the solvent under reduced pressure, the crude product was purified by flash chromatography on silica gel, eluting with dichloromethane/methanol (2-5%), yield 70-95%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methylpyrazine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Yao, Dahong; Zhou, Yuxin; Zhu, Lingjuan; Ouyang, Liang; Zhang, Jin; Jiang, Yingnan; Zhao, Yuqian; Sun, Dejuan; Yang, Shilin; Yu, Yang; Wang, Jinhui; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 155 – 171;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem