3222-56-8 | Pyridine-derivatives

Sources of common compounds: 2-Methylnicotinic acid

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 3222-56-8, 2-Methylnicotinic acid.

Reference of 3222-56-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3222-56-8, name is 2-Methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

29) 2-methylnicotinamideTo a solution of 2-methylnicotinic acid (0.537 mg, 3.9 mmol) in 20 mL of DMF at 0 0C was added HATU (1.56 g, 4.1 mmol) followed by the dropwise addition of DIPEA (0.72 ml, 4.1 mmol). NH3(g) was then bubbled into the solution for 15 mins. The reaction was o allowed to stir overnight. The resulting paste was filtered and rinsed with cold DMF and discarded. The mother liquor was concentrated and purified by normal phase chromatography using CH2Cl2/7 N NH3 in MeOH: 93/7 as eluent. Yielded a white solid (405 mg, 76 %). IH NMR (400 MHz, CHLOROFORM-D) delta ppm 1.34 (s, 9 H), 1.36 (d, J=6.64 Hz, 3 H), 2.56 (s, 3 H), 4.32 – 4.40 (m, 1 H), 7.15 – 7.19 (m, J=8.20 Hz, 1 H), 7.68 (d, J=8.20 Hz, s I H)

Reference:
Patent; ASTRAZENECA AB; WO2007/73303; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 2-Methylnicotinic acid

Reference:
Patent; ASTRAZENECA AB; WO2007/73303; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 3222-56-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3222-56-8, 2-Methylnicotinic acid, and friends who are interested can also refer to it.

Synthetic Route of 3222-56-8, 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. 3222-56-8, name is 2-Methylnicotinic acid. A new synthetic method of this compound is introduced below.

General procedure: To a solution of carboxylic acid 22 or 29?31 (0.1mol) in dry methanol (150mL), concd H2SO4 (20mL) was added. The mixture was refluxed for 15?20h (LC?MS control). The solvent was removed in vacuo, and the residue was dissolved in H2O. The solution was made alkaline with cold saturated aq K2CO3 and extracted with CH2Cl2 (4×50mL). The combined organic extracts were dried over Na2SO4 and evaporated in vacuo. The residue was purified by flash chromatography (EtOAc as eluent) or distilled in vacuo to give 17?20.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3222-56-8, 2-Methylnicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O.; Tetrahedron; vol. 69; 33; (2013); p. 6799 – 6803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 2-Methylnicotinic acid

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. 3222-56-8, 2-Methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference of 3222-56-8, Adding some certain compound to certain chemical reactions, such as: 3222-56-8, name is 2-Methylnicotinic acid,molecular formula is C7H7NO2, 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 3222-56-8.

To a solution of acid 2-methylpyridin-3-carboxylic (0.40 g, 2.90 mmol, 1 eq) in DMF dry (4.0 mL), ammonium chloride (0.93 g, 17.50 mmol, 6 eq), HOBt (0.57 g, 4.20 mmol, 1.44 eq), EDCI (0.81 g, 4.20 mmol, 1.44 eq) and N-methylmorpholine (0.46 mL, 4.20 mmol, 1.44 eq) were subsequently added. The reaction was stirred at room temperature, under nitrogen for 2.5 h. Evaporation of the solvent gave a residue which was purified by column chromatography (neutral alumine oxide, Brockmann grade III) using EtOAc as eluant to give 9 as white solid after crystallization with EtOAc (0.27 g, 69%). Mp. 163-166 C. 1H NMR (300 MHz, CD3OD) delta 8.45 (dd, J = 4.9/1.8 Hz, 1-H), 7.83 (dd, J = 7.6/1.5 Hz, 1-H), 7.30 (dd, J = 7.6/4.9 Hz, 1-H), 2.61 (s, 3-H); 13C NMR (75 MHz, CD3OD) delta 172.0, 155.4, 149.2, 135.7, 132.2, 121.2, 21.2; GC-MS m/z 136 (M)+; IR (KBr) 2768, 2389, 1926, 1692, 1448, 1365 cm-1. Anal. Calcd for C7H8N2O: C, 61.75; H, 5.92; N, 20.58. Found: C, 61.91; H, 6.20; N, 20.10.

Reference:
Article; Galli, Ubaldina; Mesenzani, Ornella; Coppo, Camilla; Sorba, Giovanni; Canonico, Pier Luigi; Tron, Gian Cesare; Genazzani, Armando A.; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 58 – 66,9;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 2-Methylnicotinic acid

The synthetic route of 3222-56-8 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3222-56-8, name is 2-Methylnicotinic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C7H7NO2

I chloride (1.90 mL, 21.8 mmol) was added to 2-methyl nicotinic acid (1.50 g, 10.9 mmol) in anhydrous dichloromethane (20 mL) with triethylamine (1.6 mL, 11.5 mmol) and the reaction mixture was kept at room temperature overnight before the solvent was removed. THF was added to the residue and ammonia gas was bubbled through for 2 h. The THF was removed and the residue was dissolved into methanol and water and the pH was adjusted to 10.0 with potassium carbonate. The mixture was concentrated. After column chromatography the desired amide was isolated (1.10 g, 73.8%). [0439] NaH (0.428 g, 10.7 mmol, 60% in mineral oil) was added to 4-hydroxy-3,5-dimethylbenzonitrile (1.50 g, 10 mmol) in anhydrous DMF (8 mL). Benzyl bromide (1.83 g, 10.7 mmol) was added and the reaction was kept at room temperature overnight. The reaction mixture was poured into water. The isolated solid was further washed with hexane to yield the desired ether building block (2.0 g, 84.3%). It was used in the next reaction without further purification. The above amide (0.65 g, 4.77 mmol) in anhydrous THF (15 mL) was added drop-wise to BuLi (7.5 mL, 1.60 M) at -20 C. The reaction mixture was kept at this temperature for 1 h and then the above ether building block (1.13 g, 4.77 mmol) in THF (20 mL) was added drop-wise at -20 C. and the reaction was stirred for 1.5 h. The reaction temperature was increased to room temperature and continued for a further 1 h. Water (20 mL) was added and the mixture was stirred for a while before the solvent was removed and the residue was purified by column chromatography to yield the desired intermediate (0.50 g, 29.4%). A 50 mL flask was charged with the above described intermediate (0.50 g, 0.0014 mol) and pyridine hydrogen chloride (2.4 g, 0.014 mol) and the mixture was heated to 180 C. for 1.5 h. The mixture was cooled and poured into methanol (4 mL), then filtered. The collected solid was further washed with ethyl acetate and dried to give 7-(4-hydroxy-3,5-dimethylphenyl)-1,6-naphthyridin-5(6H)-one (350 mg, 82.7%) as an HCl salt. Selected data: MS (ES) m/z: 266; MP >350 C.

The synthetic route of 3222-56-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter Ronald; US2013/281397; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem