Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 24016-03-3, 2-Amino-3-benzyloxypyridine, 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, Safety of 2-Amino-3-benzyloxypyridine, blongs to pyridine-derivatives compound. Safety of 2-Amino-3-benzyloxypyridine

Step A: Preparation of 3-(benzyloxy)-5-bromopyridin-2-arnine:; 3-(Benzyloxy)pyridin-2-amine (25.0 g, 124.9 mmol) was added to acetonitrile (300 mL) and cooled to 0 0C. l-Bromopyrrolidine-2,5-dione (22.22 g, 124.9 mmol) was added portionwise and the reaction mixture was stirred for 15 minutes, then concentrated to dryness. The residue was dissolved in EtOAc and partitioned with water. The organic layer was washed twice with saturated sodium bicarbonate and once with brine. Activated charcoal was added to the organic layer, and the organic layer was warmed to reflux, then cooled, filtered through a plug of celite, and concentrated to give 9.4 g of the title compound. The celite and charcoal were resupended in EtOAc and filtered through a celite plug to give an additional 3.6 g of the title compound, to provide a total of 12.0 g (34.3% yield). 1H NMR (CDCl3) delta 7.74 (d, IH), 7.41 (m, 5H), 7.08 (d, IH), 5.04 (s, 2H), 4.74 (bs, 2H). Mass spectrum (apci) m/z = 279.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24016-03-3, 2-Amino-3-benzyloxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; LEE, Wai-Man; HINKLIN, Ronald Jay; CHICARELLI, Mark Joseph; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; WO2007/53345; (2007); A1;,
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

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

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

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

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

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

Electric Literature of 144100-07-2, 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. 144100-07-2, name is 2-Bromo-6-fluoropyridine. A new synthetic method of this compound is introduced below.

A mixture of 2-bromo-6-fluoropyridine (225 mg, 1 .280 mmol), (S)-1 -(tetrahydro-2H- pyran-4-yl)ethanamine (212 mg, 1 .280 mmol), DIPEA (331 g, 2.5 mmol) and DMSO (5 mL) was heated in a sealed tube at 90 °C for 18 hrs. The reaction mixture was cooled to room temperature, poured into water (30 mL) and stirred for 20 min. The mixture was extracted with EtOAc (3x 15 mL). The combined organic layers were washed with brine (100 mL) and concentrated to dryness under reduced pressure. The residue was purified by column chromatography [silica gel] providing (S)-6-bromo-N-(1 -(tetrahydro-2H-pyran-4- yl)ethyl)pyridin-2-amine (270 mg). LCMS (m/z): 285.0/286.9 [M+H]+; Rt = 0.91 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144100-07-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; NG, Simon, C.; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WO2012/101064; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71493-76-0, 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 71493-76-0, name is 2-Amino-4-methylnicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Preparation of 2-amino-4-methylnicotinic acid To a 2-L round-bottom flask was placed 2-amino-4-methylpyridine-3-carbonitrile (50 g, 375.51 mmol, 1.00 equiv.) and aqueous potassium hydroxide solution (20%, 700 mL). The resulting solution was stirred at 110 C. in an oil bath overnight and cooled to room temperature. The pH value of the mixture was adjusted to 3 with aqueous HCl solution (2 N). The mixture was concentrated under vacuum. The residue was washed with 2*400 mL of ethanol. The solid was filtered out. The filtrate was concentrated under vacuum to afford 40 g (crude) of 2-amino-4-methylpyridine-3-carboxylic acid as a yellow solid which was directly used in the next step.

According to the analysis of related databases, 71493-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; Terrett, Jack Alexander; Chen, Huifen; Constantineau-Forget, Lea; Larouche-Gauthier, Robin; Lepissier, Luce; Beaumier, Francis; Dery, Martin; Grand-Maitre, Chantal; Sturino, Claudio; Volgraf, Matthew; Villemure, Elisia; (138 pag.)US2019/284179; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55717-45-8, 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. 55717-45-8, name is 6-Bromopyridin-3-ol. A new synthetic method of this compound is introduced below.

Example 14a) 5-Benzyloxy-2-bromo-pyridineJTTo a solution of 10.0 g (57.47 mmol) of 2-bromo-5-hydroxypyridine in 400 mL DMF was added 14.75 g (86.21 mmol) of benzyl bromide and 23.82 g (172.4 mmol) of potassium carbonate. The mixture was stirred for 6 h at 600C and overnight at room temperature. The suspension was filtered off and after evaporation of the solvent the residue was chromatogra- phed on silica gel using a dichloromethane/methanol gradient. Yield: 14.82 g (96.7 %).MS (ESIpos): m/z = 264, 266 [M+H]+ 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 5.10 (s, 2H), 7.16 (dd, 1 H), 7.32 – 7.47 (m, 6H), 8.14 (d, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55717-45-8, its application will become more common.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; SCHMITT-WILLICH, Heribert; ROeHN, Ulrike; FRIEBE, Matthias; LEHMANN, Lutz; FITZNER, Ansgar; KRAUSE, Sabine; BROCKSCHNEIDER, Damian; DYRKS, Thomas; THIELE, Andreas; BOeMER, Ulf; MOeNNING, Ursula; HEINRICH, Tobias; WO2010/28776; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem