Category: pyridine-derivatives

Synthetic Route of 66572-56-3, 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. 66572-56-3, name is 2-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, The 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.

Example 148; (E)-2-(2-(biphenyl-4-yl)vinyl)-N-hydroxyisonicotinamide; A. (£)-2-(2-(biphenyl-4-yl)vinyl)isonicotinic acid; 7>;alpha/?5-2-(4-biphenyl)vinylboronic acid (0.224 g, 1.00 mmol) and 2- bromoisonicotinic acid (0.202 g, 1 mmol) were combined and degassed/flushed with N2. The 1,4-dioxane (4 mL) and a solution of sodium carbonate (0.286 g, 2.70 mmol) in water (1 mL) were added. The mixture was degassed/purged with N2 again. The Pd(PPh3)4 (0.058 g, 0.05 mmol) was added. The mixture was degassed/purged with N2. The reaction mixture was heated to 100 0C overnight. After cooling to RT, aq 1 N HCl was added until the pH was 4. The resultant solid was collected and washed with several portions of water and washed once with ether to yield the title compound. LC-MS: [M+l]+ 302.1 Mass: Calculated for C20Hi5NO2, 301.34

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 66572-56-3, 2-Bromoisonicotinic acid.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENENATO, Kerry, Ellen; CHOY, Allison, Laura; HALE, Michael, Robin; HILL, Pamela; MARONE, Valerie; MILLER, Matthew; WO2010/100475; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.865156-50-9, name is (4-Bromopyridin-2-yl)methanamine, molecular formula is C6H7BrN2, molecular weight is 187.04, as common compound, the synthetic route is as follows.Application In Synthesis of (4-Bromopyridin-2-yl)methanamine

Preparation 72 tert-butyl [(4-bromopyridin-2-yl)methyl]carbamate Di-tert-butyl dicarbonate (4 g, 18.28 mmol), triethylamine (3 mL, 21.93 mmol) and 4- dimethylaminopyridine (40 mg, 0.36 mmol) were added to a solution of 1-(4- bromopyridin-2-yl)methanamine (Preparation 73, 1.9 g, 10.1 mmol) in dichloromethane (40 mL) and the reaction mixture was stirred for 18 hours. The mixture was quenched with water (50 mL), extracted with dichloromethane (100 mL) and the organic layer was dried over magnesium sulfate and solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with 1 : 1 ethyl acetate:heptane to give the title compound as a colourless oil (1.99 g, 95%). (0982) 1 H NMR (400MHz, CDCI3): delta ppm 1.46 (s, 9H), 4.42 (d, 2H), 5.45 (br s, 1 H), 7.34-7.36 (m, 1 H), 7.45 (s, 1 H), 8.34 (d, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,865156-50-9, (4-Bromopyridin-2-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; SWAIN, Nigel Alan; BROWN, Alan Daniel; JONES, Lyn Howard; MARRON, Brian Edward; RAWSON, David James; RYCKMANS, Thomas; STORER, Robert Ian; WEST, Christopher William; WO2015/181797; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116118-98-0, 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid, 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, 116118-98-0, blongs to pyridine-derivatives compound. Application In Synthesis of 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid

Referenctial Example 1 5-t-butoxycarbonyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-carboxylic acid To the solution of 4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-carboxylic acid (7.6 g) in DMF (75 ml) was added di-t-butyl dicarbonate (9.6 ml), and triethylamine (5.8 ml) was titrated to the mixture. After stirring at room temperature for 3 hours and the addition of water, the reaction mixture was acidified with 1N hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with water, dried over anhydrous magnesium sulfate, the solvent was evaporated. After n-hexan and a small amount of ether were added to the residue, crystals deposited were collected by filtration to give 9.36 g of the title compound (yield, 80%). 1 H-NMR (CDCl3) delta: 1.49 (s, 9H), 2.90 (brs, 2H), 3.74 (brs, 2H), 4.51 (brs, 2H), 7.56 (s, 1H). SIMS (m/z): 284 (M+ +1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116118-98-0, its application will become more common.

Reference:
Patent; Meiji Seika Kabushiki Kaisha; US5594004; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 52545-13-8, name is 4-Methoxypyridin-2(1H)-one, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H7NO2

To a stirred solution of 4-methoxy-1H-pyridin-2-one (Walters and Shay, Tetrahedron Letters 36 (1995), 7575) in methylene chloride (30 mL) at 0 C. is added triflic anhydride (12.9 g) followed by triethylamine (8.4 g). The reaction mixture is stirred for 20 min and then allowed to warm to room temperature. The volatile components are evaporated under vacuum and then the residue is dissolved in EtOAc and washed consecutively with aqueous sodium bicarbonate, water and brine solution. The organic phase is separated, dried and evaporated under vacuum to give trifluoro-methanesulfonic acid 4-methoxy-pyridin-2-yl ester. It is used in the next step without further purification.

The synthetic route of 52545-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hodgetts, Kevin J.; John, Stanly; Moorcroft, Neil; Shutske, Greg; Kaiser, Bernd; Yamaguchi, Yasuchika; Ge, Ping; Horvath, Raymond F.; US2005/70542; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 106877-33-2, 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 106877-33-2, name is 5-Amino-2-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

6-(Trifluoromethyl)pyridin-3-amine (int-75) (1.3 g, 8.0 mmol) was dissolved in dichloroethane (50 mL), and N-bromosuccinimide (L4 g, 8.0 mrnoi) was added. The mixture was stirred at rt for 15 h. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel using a mixture of petroleum ether and EtOAc (20:1) as eluent to give 4-bromo6-(trifiuoromethyi)pyridin3amine (hft76) (1.5 g, 78% yield) as a whfte solid. MS (ESI): mlz 240.7 [M+H].

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 106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena V.; HOLZWARTH, Michael S.; (160 pag.)WO2018/81612; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5345-47-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.5345-47-1, name is 2-Aminonicotinic acid, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

Example 1 – Synthesis of 2,4-dichloro-[1 ,8]naphthyridine; slurry of 4.90 kg (34.5 mol) 2-aminonicotinic acid in 50 I ethanol was treated with5.67 I (106 mol) sulfuric acid (98%). The reaction mixture was stirred for 60 hours at 79 C. The reaction mixture was then cooled to 40C and ethanol was distilled off under vacuum. The residue was dissolved in a mixture of 45 kg ice and 55 I water. Then 13 I aqueous sodium hydroxide solution (32% by weight) was added slowly under stirring and external cooling to reach a pH of 7. The precipitate was filtered off and washed with water. The residue was taken up in water, stirred for 1 hour and filtered. The residue was washed with water and dried under vacuum yielding 2- amino-nicotinic acid ethyl ester as colourless crystals; HPLC/MS: 0.99 min, [M+H] 167.1H NMR (400 MHz, DMSO) delta = 8.22 (dd, J=4.7, 2.0, 1 H), 8.07 (dd, J=7.8, 1.9, 1 H), 7.17 (s, 2H), 6.64 (dd, J=7.8, 4.7, 1 H), 4.29 (q, J=7.1 , 2H), 1 .32 (t, J=7.1 , 3H).

The chemical industry reduces the impact on the environment during synthesis 5345-47-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; DORSCH, Dieter; JONCZYK, Alfred; HOELZEMANN, Guenter; AMENDT, Christiane; ZENKE, Frank; WO2012/595; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65719-09-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.65719-09-7, name is Methyl 2-methylnicotinate, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.

Step A. 2-Chloromethyl-pyridine-3-carboxylic acid methyl ester A solution of methyl 2-methylnicotinate (20.0 g, 0.132 mol) and trichloroisocyanuric acid (46.0 g, 0.198 mol) in dichloromethane (100 mL) was stirred at room temperature overnight. The reaction mixture was then washed with saturated aqueous sodium carbonate and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered, and the solvent evaporated in vacuo to provide the title compound as a yellow liquid (11.2 g), which was used as such in the next step.

The chemical industry reduces the impact on the environment during synthesis 65719-09-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2002/198191; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52833-94-0, 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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, The 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: 6-Chloro-1H-pyrido[2,3-d]pyrimidine-2,4-dione (4) (C7H4ClN3O2): The 2-amino-5-chloronicotinic acid 2 (5.96 g, 28.51 mol) was finely ground with urea (13.7 g, 228.1 mmol, 8 equiv). The mixture was heated to the point of evaporation of the urea (280C) by means of a sand bath until its solidification. After cooling, the solid obtained was dissolved in 500 mL of solution of sodium hydroxide (2 N) and filtered.Then, the filtrate was neutralized with hydrochloric acid solution (6N) to pH 8 until total precipitation of product. The resultant solid was filtered and then washed with cold water to obtain compound 4 as yellow solid in 64% yield.

According to the analysis of related databases, 52833-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Riadi, Yassine; Lazar, Said; Guillaumet, Gerald; Comptes Rendus Chimie; vol. 22; 4; (2019); p. 294 – 298;,
Pyridine – Wikipedia,
Pyridine | C5H5N – 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. 553-53-7, name is Nicotinohydrazide. A new synthetic method of this compound is introduced below., COA of Formula: C6H7N3O

Nicotinohydrazide (0.136 g; 0.1 mmol) with 10 mL of methanol is stirred in a round bottom flask followed by drop wise addition of methanolic solution of 3-bromo-5-chloro-2-hydroxybenzaldehyde(0.235 g; 0.1 mmol). The reaction mixture is then refluxed for 2 h and upon cooling to room temperature. A pale yellow crystalline solid precipitate is separated out from the mixture. Crystalline product is washed with ice-cold ethanol and dried in vacuum over anhydrous CaCl2. Pale yellow, Yield: 80 %,m.p.: 266 C. Anal. calc. for C14H10N2O2BrCl: C, 47.55; H,2.85; N, 7.92. Found: C, 46.95; H, 2.72; N, 7.32 %. ESI-MS:m/z = 355 (m+). 1H NMR (ppm) (DMSO-d6): 12.66 (1H, s,OH), 12.61 (1H, s, NH), 8.55 (1H, s, CH=N), 8.28-8.32 (1H,d, J = 7.8 Hz, H aromatic), 8.18-8.82 (1H, t, J = 1.2 Hz), 7.96-7.98 (2H, d, J = 7.2 Hz), 7.75 (s,2H) 7.59-7.63 (1H, q, J = 2.4Hz, J = 7 Hz). 13C NMR (ppm) 161.6 (C=O), 153.2 (C-O),152.7 (C=N), 110.8, 117.6, 120.2, 123.3, 127.6, 129.2, 133.1,135.5, 147.6, 148.6 (C aromatic)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 553-53-7, Nicotinohydrazide.

Reference:
Article; Prabhu; Parthiban; Chakkaravarthi; Prabakaran; Rajagopal; Asian Journal of Chemistry; vol. 28; 8; (2016); p. 1661 – 1666;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62150-45-2, 4-Bromopyridine-2-carbonitrile, 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, 62150-45-2, blongs to pyridine-derivatives compound. Formula: C6H3BrN2

7A. [4-(2-Aminomethyl-pyridin-4-yl)-phenyl]-carbamic acid methyl ester: 7e?ralpha.pound.:zchitriphenylphosphine)palladium (0) (0.063g, 0.055 mmol) was added to a degassed solution of DME/H2O (4: 1, 8 mL) containing, A- (methoxycarbonylamino)phenylboronic acid (0.32 g, 1.64 mmol) , A- bromopicolinonitrile (0.20 g, 1.09 mmol) and potassium carbonate (0.906 g, 6.56 mmol) under a blanket of argon. The mixture was irradiated at 150 0C microwave conditions for 15 min. The cooled solution was partitioned between EtOAc (20 mL) and H2O (20 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2 x 10 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to leave a tan solid. The residue was dissolved 2.0 M N^/MeOH (20 mL) treated with a slurry of Raney Ni (in water) and stirred under a hydrogen atmosphere (50 psi) for 14 h. The suspension was filtered through a plug of Celite , the filter-cake was rinsed with MeOH and the combined filtrates were concentrated to give 7A as a tan solid. The crude product was carried forward to the next reaction without purification. LC/MS m/z 258 (M + H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62150-45-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/76805; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem