Category: 13959-02-9

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. 13959-02-9, name is 3-Bromoisonicotinic acid, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H4BrNO2

A mixture of 3.98 g of the acid obtained in the previous step (20 mmol, 1 eq.) in 50 ml of methanol is reflux heated in the presence of 4 ml of concentrated sulfuric acid. The mixture is allowed to return to ambient temperature and extracted 3 times with ethyl acetate. The organic phase is dried on Na2SO4 and the solvent is evaporated. 2.65 g (62%) of esterified product is obtained. NMR (1H, CDCl3): 4.02 (s; 3H), 7.64 (d, J=4.9 Hz; 1H), 8.63 (d, J=4.9 Hz; 1H), 8.88 (s; 1H).

The synthetic route of 13959-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Imbert, Thierry; Monse, Barbara; Koek, Wouter; US2005/80085; (2005); A1;,
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. 13959-02-9, name is 3-Bromoisonicotinic acid, the common compound, a new synthetic route is introduced below. Formula: C6H4BrNO2

Step 1 [0182] To a suspension of 3-bromoisonicotinic acid (1) (4.0 g) in tetrahydrofuran (40 ml) were added oxalyl dichloride (1.82 ml) and dimethylformamide (one drop) at 0 C. and the mixture was stirred for 1 hour. To the reaction solution was added 28% aqueous ammonia (40 ml) and stirred for 40 minutes. After addition of ethyl acetate to the mixture, the organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to afford Compound (2) (3.38 g). [0183] 1H-NMR (DMSO-d6) delta: 7.44 (1H, d, J=4.5 Hz), 7.83 (1H, s), 8.08 (1H, s), 8.60 (1H, d, J=4.5 Hz), 8.79 (1H, s).

The synthetic route of 13959-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIONOGI & CO., LTD.; Mitsuoka, Yasunori; Kooriyama, Yuuji; US2013/217705; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13959-02-9 ,Some common heterocyclic compound, 13959-02-9, molecular formula is C6H4BrNO2, 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.

General procedure: (a) Halopicolinic acid (2.69 g, 13.31 mmol), phenylboronic acid(2.44 g, 19.97 mmol), 2M aqueous potassium carbonate (20 mL), palladiumacetate (0.14 g, 0.62 mmol), triphenylphosphine (0.70 g,2.67 mmol), and 1,4-dioxane (50 mL) were mixed and refluxed undernitrogen for 24 h. The reaction mixture was cooled to room temperatureand added aqueous sodium hydroxide (NaOH) (1 M, 35 mL) and dichloromethane(CH2Cl2) (20 mL). The aqueous layer was acidified topH=2-3 by using citric acid (1 M) followed by extraction with Etheracetate (EtOAc). The combined organic layers were dried over magnesiumsulfate (MgSO4), filtered, and concentrated to give off the crudeproduct. A mixture of the crude product and 50 g polyphosphoric acidwas heated at 210 C for 5 h and then stop the reaction. After themixture had cooled to 140 C, some ice and water were added slowly todilute the mixture. Then aqueous sodium hydroxide was added to makethe pH?7, and the aqueous layer was extracted with EtOAc. Thecombined extracts were dried with MgSO4 and concentrated to provide0.96 g. The residue was purified by flash chromatography on silica gel(eluent: petroleum ether/ethyl acetate 6:1) to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13959-02-9, its application will become more common.

Reference:
Article; Wu, Peng; Zhu, Jun; Zhang, Zhen; Dou, Dehai; Wang, Hedan; Wei, Bin; Wang, Zixing; Dyes and Pigments; vol. 156; (2018); p. 185 – 191;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13959-02-9 , The common heterocyclic compound, 13959-02-9, name is 3-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, 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.

General procedure: A mixture of theappropriate carboxylic acid (1.38 mmol) and 1,1′-carbonyldiimidazole(0.25 g, 1.52 mmol) in 1,4-dioxane (10 ml)was stirred for 30 min at 80, followed by the addition ofcompound 8l (0.36 g, 1.38 mmol) and stirring for 3 h at100. The substrate conversion was monitored by TLC(eluent CHCl3-MeOH, 7:3). After the reaction wascomplete, the solvent was evaporated under vacuum, and the product was isolated chromatographically (eluting withEtOAc in the case of compounds 9a,b,e, and with CHCl3-MeOH, 10:1 in the case of compounds 9,d).

The synthetic route of 13959-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Krolenko, Konstantin Yu.; Vlasov, Sergiy V.; Zhuravel, Irina A.; Chemistry of Heterocyclic Compounds; vol. 52; 10; (2016); p. 823 – 830; Khim. Geterotsikl. Soedin.; vol. 52; 10; (2016); p. 823 – 830,8;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13959-02-9, 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 13959-02-9, name is 3-Bromoisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 33methyl 3-bromoisonicotinate H2SO4 (0.5 mL) was added to a solution of 3-bromoisonicotinic acid (500 mg, 2.48 mmol) in MeOH (10 mL). The resulting solution was heated at reflux overnight. The mixture was cooled to 0° C. and a solution of 5percent NaHCO3 (5 mL) was added. The aqueous layer was basified to pH=7-8 with 50percent aqueous NaOH. It was then extracted with DCM (3.x.). The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to afford title crude product (465 mg, 87percent) as an oil. 1H NMR (300 MHz, CDCl3) delta ppm 3.96 (s, 3H) 7.61 (d, J=5.10 Hz, 1H) 8.61 (d, J=5.10 Hz, 1H) 8.85 (s, 1H).

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 13959-02-9, 3-Bromoisonicotinic acid.

Reference:
Patent; ASTRAZENECA AB; US2010/130477; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13959-02-9, 3-Bromoisonicotinic 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, 13959-02-9, blongs to pyridine-derivatives compound. Quality Control of 3-Bromoisonicotinic acid

General procedure: To a solution of Intermediate 7 (110 mg, 0.37 mmol), 3-methoxybenzene-1,2- diamine (50 mg, 0.34 mmol) and DIPEA (0.2 mL, 1 mmol) in DMF (2 mL) was added HATU (160 mg, 0.41 mmol). The reaction mixture was stirred at r.t. for 48 h, then partitioned between DCM and water. The organic phase was separated, then dried and concentrated in vacuo. The crude residue was purified by flash column chromatography (0-100% EtOAc/hexanes) to give the title compound (28.7 mg, 20%) as a white solid. LCMS (Method 5): [M+H]+ m/z 415, RT 1.31 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13959-02-9, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13959-02-9, 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. 13959-02-9, name is 3-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.

Reference Production Example 19A mixture of 0.69 g of 3-bromo isonicotinic acid, 0.60 g of 2-amino-4-(trifluoromethyl)phenol, 1.00 g of WSC and 6 ml of pyridine was stirred while heating at 80C for two hours. The reaction mixture was cooled to room temperature, and then concentrated. Water was added to the residue, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride solution, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was washed with a mixture solvent of ethyl acetate and hexane to give 0.29 g of 3-bromo-N-[2- hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide.

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 13959-02-9, 3-Bromoisonicotinic acid.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/40629; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13959-02-9, 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.13959-02-9, name is 3-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, molecular weight is 202.01, as common compound, the synthetic route is as follows.

Example 64 Synthesis of (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-3-(4-fluorophenoxy)isonicotinamide Compound 35a. To a stirred solution of 3-bromopyridine-4-carboxylic acid (1.0 g, 5.0 mmol, 1 equiv) in DMF (10 mL), was added 4-fluorophenol (0.560 g, 5.0 mmol, 1 equiv), CuI (1.90 g, 10.0 mmol, 2 equiv) and Cs2CO3 (3.260 g, 10.0 mmol, 2 equiv). Heated the reaction mixture at 110 C. for 18 h. Reaction progress was checked by LCMS. The reaction mixture was diluted with water (20 mL) and added few drops of dil. HCl till pH was slightly acidic. The aqueous layer was extracted with ethyl acetate (50 mL*2). Combined organic extracts were washed with brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to obtain 3-(4-fluorophenoxy)pyridine-4-carboxylic acid (0.200 g, 18% Yield)

Statistics shows that 13959-02-9 is playing an increasingly important role. we look forward to future research findings about 3-Bromoisonicotinic acid.

Reference:
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13959-02-9 ,Some common heterocyclic compound, 13959-02-9, molecular formula is C6H4BrNO2, 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.

Step 1 ;To a mixture of 3-bromoisonicotinic acid (2.5 g, 12.37 mmol, 1 eq.) and TEA (3.44 mL, 24.75 mmol, 2.0 eq.) in THF (100 mL) was added methyl chloroformate (1.2 mL, 14.85 mmol, 1.2 eq.) at 0 C. The mixture was stirred at 0 C. for 10 min and filtered. To this filtrate was added a suspension of NaBH4 (0.95 g, 24.75 mmol, 2 eq.) in water (1.0 mL) at 0 C. The mixture was stirred at 0 C. for 1 h, quenched with NH4Cl(aq) solution, extracted with EtOAc twice. The combined organic layers were dried over Na2SO4, concentrated, and purified on silica gel using a mixture of EtOAc and hexanes as eluent to give (3-bromopyridin-4-yl)methanol (1.2 g, 52%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.48 (s, 1H), 8.37 (d, J=4.9 Hz, 1H), 7.37 (d, J=4.9 Hz, 1H), 4.61 (d, J=5.5 Hz, 2H), 2.3 (t, J=5.5 Hz, 1H). LRMS (M+H+) m/z 188.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13959-02-9, its application will become more common.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13959-02-9, 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 13959-02-9, name is 3-Bromoisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3.98 g of the acid obtained in the previous step (20 mmol, 1 eq.) in 50 ml of methanol is reflux heated in the presence of 4 ml of concentrated sulfuric acid. The mixture is allowed to return to ambient temperature and extracted 3 times with ethyl acetate. The organic phase is dried on Na2SO4 and the solvent is evaporated. 2.65 g (62percent) of esterified product is obtained. NMR (1H, CDCl3): 4.02 (s; 3H), 7.64 (d, J=4.9 Hz; 1H), 8.63 (d, J=4.9 Hz; 1H), 8.88 (s; 1H).

According to the analysis of related databases, 13959-02-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Imbert, Thierry; Monse, Barbara; Koek, Wouter; US2005/80085; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem