Category: pyridine-derivatives

Reference of 1186608-83-2, 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. 1186608-83-2, name is 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine, molecular formula is C6H3BrN4O2, 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.

40% Dimethyl amine in water (2.6 mL, 21 mmol) was added to a solution of 3-bromo-5-nitro-lH-pyrazolo[3,4-b]pyridine (0.063 g, 0.26 mmol) in DMF (6.0 mL), and the mixture was placed in a microwave reactor at 1400C for 15 hours. The reaction mixture was diluted with ethyl acetate (100 mL), and the organic layer was washed with water (3 X 50 mL). The organic layers were dried, filtered and concentrated. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (4:1) to give N,N-dimethyl-5-nitro-lH-pyrazolo[3,4-b]pyridin-3-amine (0.012 g, 22%) as a solid.

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 1186608-83-2, 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; AHRENDT, Kateri A.; BUCKMELTER, Alexandre J.; DE MEESE, Jason; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen R.; LUNGHOFER, Paul; MORENO, David; NEWHOUSE, Brad; REN, Li; SEO, Jeongbeob; TIAN, Hongqi; WENGLOWSKY, Steven Mark; FENG, Bainian; GUNZNER, Janet; MALESKY, Kim; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; YOUNG, Wendy B.; WO2009/111279; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1594-57-6 ,Some common heterocyclic compound, 1594-57-6, molecular formula is C6H7N3O, 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 4- (Boc-aminomethyl)-benzoic acid (187 mg) in DMF (0.25 M) were added DIEA (5 eq), TBTU (1 eq) and HOBt (0.2 eq). The solution was stirred at RT for 3 minutes, and then isonicotinamide oxime (102mg, 1 eq) was added. After 1 hour, the solvent was evaporated. The residue was triturated with 0.05 M NaOH (5 ml). The solid was filtered off, washed with water and dried under vacuum. The solid was dissolved in DMF (0.25 M). The reaction mixture was heated at 110C for 2 hours. The reaction mixture was cooled down at RT. The precipitate was filtered off, washed with water, and then dried under vacuum. The solid was dissolved in 3N HCI. The solution was heated at 50C for 2 hours. The solvent was evaporated and the residue was dried under vacuum. The title product was obtained as a white powder (74% yield).’H NMR (300 MHz, DMSO-d6): 4.15 ppm (q, 2H, J=5.7 Hz); 5.00 ppm (bs, 2H); 7.80 ppm (d, 2H, J=8.4 Hz); 8.24 ppm (m, 4H); 8.95 ppm (d, 2H, J=6.0 Hz).

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. 1594-57-6, N-Hydroxyisonicotinimidamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DEVGEN NV; WO2005/82367; (2005); 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.609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, molecular weight is 139.1088, as common compound, the synthetic route is as follows.COA of Formula: C6H5NO3

Preparation 49 5-Bromo-2-hydroxy-3-pyridinecarboxylic acid To a solution of 10 g (0.07 mole) of 2-hydroxy-nicotinic acid in 16.8 g of 50% sodium hydroxide (0.21 mole) diluted with 25 ml of water was added 200 ml of sodium hypobromite solution prepared by adding 13.6 g (0.17 mole) of bromine to a solution of 20.16 g of 50% sodium hydroxide (0.25 mole) in 125 ml of water at 0 C. diluted to 400 ml. After 24 hrs of stirring at room temperature, another 100 ml portion of the above sodium hypobromite solution was added and the reaction solution was stirred for another 24 hr. The reaction solution was cooled in an ice bath and acidified carefully with 12N hydrochloric acid. Crystallization from isopropyl alcohol gave 9.7 g (63.5%) of product. A sample was further recrystallized from 95% ethanol, m.p. 245 C. Analysis: Calculated for C6 H4 NO3: C, 33.06; H, 1.85; N, 6.42. Found: C, 32.98; H, 1.83; N, 6.44.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; A. H. Robins Company, Inc.; US4592866; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 100367-40-6, name is 2-Amino-5-bromo-4-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Amino-5-bromo-4-methyl-3-nitropyridine

Thereafter, this compound is then reacted with sodium nitrite (NaN02) andtrimethylsilyl chloride (T -C1) in methanol (MeOH) to yield .

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, 100367-40-6, 2-Amino-5-bromo-4-methyl-3-nitropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.; WO2012/106189; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1111637-68-3, 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 1111637-68-3, name is 5-Bromo-3-fluoro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 300 mg (1.4 mmol) of 5-bromo-3-fluoro-7-azaindole in 12 mL of city THF was cooled to 0 C, and 140 mg of NaH (60 % m/m mineral oil suspension, 3.5 mmol, 2.5 mol equivalents) was added in portions. Afterwards, the solution was allowed to warm to room temperature (approx. 30 minutes) and 397 mg (2 mol equivalents) of iodom ethane was added dropwise, and the mixture was stirred overnight. The reaction was quenched by the addition of water. The mixture was extracted three times with EtOAc. The extract was dried over Na2S04, filtered and evaporated to dryness to obtain 380 mg of 5-bromo-3-fluoro-l- methyl-7-azaindole as a yellowish brown oil, which was used in the next step without further purification.

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 1111637-68-3, 5-Bromo-3-fluoro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; RICHTER GEDEON NYRT.; LEDNECZKI, Istvan; ELES, Janos; TAPOLCSANYI, Pal; HORVATH, Anita; NEMETHY, Zsolt; LEVAY, Gyoergy Istvan; GALAMBOS, Janos; (0 pag.)WO2020/12424; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 58584-86-4, 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 58584-86-4, name is Ethyl 2,6-dichloronicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Example 174-[5-[4-(2-aminoethyl)-piperidine-1-carbonyl]-6-(4-trifluoromethoxy-phenoxy)-pyridine-2-yloxy]benzamidinea) 2-Chloro-6-(4-cyano phenoxy)nicotinic Acid Ethyl Ester96.7 mg (0.7 mmol) of potassium carbonate was added to a stirred solution of 2,6-dichloro nicotinic acid ethyl ester 0.15 g (0.7 mmol) in 10 ml of N,N-dimethyl-formamide (DMF) cooled to 5 C. This was followed by dropwise addition (over a period of 10 min) of 4-cyano phenol 80 mg (0.68 mmol) dissolved in 2 ml of DMF. The reaction mixture was allowed to stir at RT for 2 h, concentrated under reduced pressure and the residue was dissolved in 100 ml of ethylacetate. The organic layer was washed with water and dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product was purified by column chromatography using hexane:ethylacetate (8:2) as eluants to afford 0.13 g of the required product. 1H NMR (DMSO-d6): delta 1.3 (3H, t), 4.3 (2H, q), 7.26 (1H, s), 7.38 (1H, s), 7.48 (2H, d), 7.96 (2H, d).

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 58584-86-4, Ethyl 2,6-dichloronicotinate.

Reference:
Patent; Goswami, Rajeev; Vuppala, Anil Kumar; Veludandi, Ramesh; Sistla, Ramesh; Ghadiyaram, Chakshusmathi; Ramachandra, Muralidhara; US2012/136002; (2012); 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.175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, molecular formula is C6H3BrF3N, molecular weight is 225.99, as common compound, the synthetic route is as follows.Quality Control of 2-Bromo-4-(trifluoromethyl)pyridine

A mixture of 2-bromo-4-(trifluoromethyl)pyridine (1.04 g, 4.58 mmol), dithieno[3,2-b:2′,3′-d] thiophene-2-boronic acid (1.00 g, 4.16 mmol), Pd(PPh3)4 (0.19 g, 0.167 mmol,4molpercent), anhydrous sodium carbonate (1.73 g, 12.5 mmol), aliquat 336 (0.67 g, 1.67 mmol),tetrahydrofuran (80 mL), and water (50 mL) was headed under a nitrogen atmosphere at80?C for 24 h. This reaction is the Suzuki coupling reaction. After, the organic mixturesolids were collected by a glass filter (G4), the reaction mixture was washed with hexane,water, and methanol several times and dried in a vacuum. Yield: 53.6percent (0.766 g); 1HNMR(CDCl3, 500 MHz): deltaH(ppm) 8.47(s, 1H), 8.12(s, 1H), 7.51(s, 1H), 7.25(s, 1H), 7.25(s,1H), 6.96(s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,175205-81-9, 2-Bromo-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Article; Park, Sang-Yong; Lee, Sang-Wook; Shin, Dong-Myung; Molecular Crystals and Liquid Crystals; vol. 620; 1; (2015); p. 132 – 138;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65189-15-3, 5,6-Dichloronicotinonitrile, 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, 65189-15-3, blongs to pyridine-derivatives compound. Product Details of 65189-15-3

(a) tert-Butyl 4-(3-cWoro-5-cyanopyridin-2-yl)piperazine -1-carboxylate; 5,6-Dichloronicotinonitrile (5.00 g, 28.90 mmol, made in according to (JPN patent WO-95- JP587)), 1-Boc-piperazine (8.08 g, 43.4 mmol) and DIPEA (15.1 mL, 86.7 mmol) were suspended in DMA (50 mL) and heated at 120 C for 18 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude material. EPO The crude material was partitioned between DCM (300 mL) and saturated aqueous NaHCO3 (150 mL) and the organics separated. The organics were washed with water (150 mL) and then dried (Mg5O^ and concentrated under reduced pressure to afford the crude product.Flash chromatography (DCM) gave tert-butyl 4-(3-chloro-5-cyanopyridin-2-yl)piperazine-1- carboxylate as a solid. Yield: 11.2O g (120 %) The product was contaminated with DMA. 1HNMR (400 MHz, CDCl3): 6 1.49 (9H, s), 3.52-3.62 (8H, m), 7.76 (1H, s), 8.39 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65189-15-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2006/73361; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72830-09-2, 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.72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride, molecular formula is C8H11Cl2NO2, molecular weight is 224.08, as common compound, the synthetic route is as follows.

EXAMPLE I 5 Preparation of 5-Carbethoxy-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole 5-Carbethoxy-2-mercapto-1H-benzimidazole (2.0 g, 9 mmol) and NaOH (0.36 g, 9 mmol) in H2 O (1 ml) were dissolved in ethanol (30 ml). 3,4-dimethoxy-2-chloromethylpyridine hydrochloride (~6.6 mmol) as a crude material were added and the mixture was heated to boiling. NaOH (0.26 g, 6.6 mmol) in H2 O (1 ml) was added and the reflux was continued for 6 hours. The solvent was evaporated off and the residue was diluted with methylene chloride and water. The organic phase was dried over Na2 SO4 and the solvent removed under reduced pressure. Crystallizing from CH3 CN gave the desired product (1.75 g, 71%).

Statistics shows that 72830-09-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloromethyl-3,4-dimethoxypyridinium chloride.

Reference:
Patent; Aktiebolaget Astra; US5430042; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13505-01-6, 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 13505-01-6, name is 3-Fluoro-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

N-(4-Chloro-3-fluorophenyl)-4-nitropyridin-3-amine NaH (422 mg, 60% dispersion in mineral oil, 10.6 mmol) was suspended in THF (20 mL) and 4-chloro-3-fluoroaniline (1.54 g, 10.6 mmol) and 3-fluoro-4-nitropyridine (500 mg, 3.52 mmol) were added. The reaction mixture was stirred for 18 h, quenched with sat aq NH4Cl (2 mL), and concentrated in vacuo. The residue was partitioned between water (50 mL) and DCM (50 mL) and the organic fraction was dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (207 mg, 22.0%) as an orange solid. LCMS (ES+): 268.0 [MH]+.

According to the analysis of related databases, 13505-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Proximagen Limited; Espensen, Max; Patient, Lee; Evans, David; Savory, Edward; Simpson, Iain; US2014/275040; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem