Pyridine-derivatives

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 131748-14-6, name is 4-Chloro-(2-trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H3ClF3N

To a solution of N-feri-butyloxycarbonyl-protected tyramine (130 g, 550 mmol), potassium carbonate (76 g, 550 mmol), and catalytic amounts of potassium iodide in N-methyl pyrrolidone (NMP, 400 ml.) that was stirred for 10 minutes at room temperature was added 4-chloro-2- trifluoromethylpyridine (100 g, 550 mmol). The reaction mixture was then heated to 160 C for 6 h, cooled, poured into water and extracted with methyl-feri-butylether (MTBE, 3x). The combined organic layers were washed with succesivly with 3 N NaOH and water, dried over Na2S04, and reduced in vacuo. The crude residue was purified by flash silica gel column chromatography to afford a 48% (102 g, 265 mmol) yield of N-tert-butyloxycarbonyl-protected 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine. To a solution of this material in dioxane (200 ml.) was added 4 M HCI in dioxane (250 ml_). The solution was left overnight to stir at room temperature, which resulted in precipitation of 2-[4-[[2-(trifluoromethyl)-4- pyridyl]oxy]phenyl]ethanamine hydrochloride. The reaction solution was evaporated and the residue was stirred with pentane and filtered to provide 100% (37 g, 104 mmol) of the desired amine hydrochloride.

With the rapid development of chemical substances, we look forward to future research findings about 131748-14-6.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; VRETTOU-SCHULTES, Marianna; WO2013/113778; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122368-54-1, 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. 122368-54-1, name is 2-((4-Chlorophenyl)(piperidin-4-yloxy)methyl)pyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 47 From 4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidine and 5-chloro-2-pentanone, 5-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]-2-pentanone was obtained in the same procedure as described in Example 26. Mass analysis value: EI-MS M+ no peak, CI-MS m/e=387(M+ +1). 1 H-NMR(CDCl3): delta(ppm)=1.60-1.95(6H,b,m), 2.08(2H,b), 2.14(3H,s), 2.27(2H,t), 2.43(2H,t), 2.70(2H,b), 3.44(1H,m), 5.59(1H,s), 7.11-7.71(7H,m), 8.50(1H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122368-54-1, its application will become more common.

Reference:
Patent; Ube Industries, Ltd.; US4929618; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 6313-54-8, name is 2-Chloroisonicotinic acid, molecular formula is C6H4ClNO2, 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. Recommanded Product: 2-Chloroisonicotinic acid

2-Chloro-N-(4-phenylpyridin-3-yl)isonicotinamide (alternative synthesis). To 4- phenylpyridin-3 -amine (0.5 g, 2.94 mmol) and 2-chloroisonicotinic acid (0.486 g, 3.08 mmol) in EtOAc (10 mL) was added DIEA (2.57 mL, 14.69 mmol) followed by T3P, 50% in EtOAc (2 mL, 3.43 mmol). The reaction was stirred at rt overnight. It was diluted with EtOAc and washed with water, brine and dried over sodium sulfate. The crude product was dissolved in a small amount of dichloromethane and charged to a 120 g silica gel cartridge which was eluted with 0-15% dichloromethane / methanol over a period of 40 mins. The desired fractions were combined and dried under vacuo to give 2-chloro-N-(4-phenylpyridin-3-yl)isonicotinamide (0.75g, 2.421 mmol, 82 % yield). MS (ESI) (m/z): 310.0(M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 6313-54-8.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1480-87-1, 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 1480-87-1, name is 2-Fluoro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 32; Protocol for the preparation of terf-butyl 3-(3-(2-(methoxycarbonyl)-3- methylbenzo[b]thiophen-4-ylamino)pyridin-2-yloxy)azetidine-1-carboxylate; a) Preparation of terf-butyl 3-(3-nitropyridin-2-yloxy)azetidine-1-carboxylate; Sodium hydride (60 % dispersion in oil, 2.30 g, 57.64 mmol) was added portionwise into a solution of 1 -Boc-3-(hydroxy)azetidine (9.94 g, 57.64 mmol) in anhydrous THF (110 mL) at 0 C and stirred for 0.5 hour. A solution of 2-fluoro-3-nitro-pyhdine (7.80 g, 54.9 mmol) in anhydrous THF (15 mL) was added drop wise and the mixture allowed to warm to ambient temperature overnight. The mixture was cooled in an ice- bath and water (50 mL) added. The product was extracted with EtOAc, washed with water, brine and dried (Na2SO4). The product was purified by flash- column chromatography (petroleum ether (40-60 0C)/ DCM) to yield the title compound as a yellow solid (4.37 g, 27 %).1H NMR (400 MHz; CDCI3; 25 C): delta 8.36 (m, 1 H), 8.30 (d, 1 H), 7.09 (m, 1 H), 5.45 (m, 1 H), 4.35 (m, 2H), 4.06 (m, 2H), 1.45 (s, 9H). MS (ESI+): 296 (M+H). HPLC (10cm_esci_BICARB): Rt 3.47 min (HPLC purity 93 %).

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 1480-87-1, 2-Fluoro-3-nitropyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; AUSTEN, Matthias; BLACK, Phillip; BLACKABY, Wesley; DANILEWICZ, John; LINNEY, Ian; SCHREITER, Kay; SCHNEIDER, Martin; WO2010/23181; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 58530-50-0, name is 2-(Pyridin-2-yloxy)acetic acid, molecular formula is C7H7NO3, 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. Recommanded Product: 58530-50-0

5-(4-Aminophenyl)-1H-naphtho[1,2-e][1,4]diazepin-2(3H)-one (82 mg, 0.531 mmol) obtained in Example 1, (1), 2-(pyridyl-2-yloxy)acetic acid (47 mg, 0.314 mmol), HATU (302 mg, 0.795 mmol), diisopropylethylamine (138 mg, 1.06 mmol), and dimethylformamide (10 mL) were mixed, and the mixture was stirred at room temperature for 16 hours under a nitrogen atmosphere. To the reaction mixture, saturated aqueous sodium hydrogencarbonate was added, and the resulting mixture was extracted with ethyl acetate. Purification was performed in a conventional manner to obtain the title compound (25 mg, yield 21%) as white solid. 1 H NMR (DMSO-d6, 400 MHz) delta: 3.76 (1H, d, J=10Hz), 4.55 (1H, d, J=10Hz), 4.95 (2H, s), 6.9-7.0 (2H, m), 7.29 (1H, d, J=9Hz), 7.51 (2H, d, J=8Hz), 7.6-7.7 (6H, m), 8.01 (1H, br s), 8.14 (1H, d, J=4Hz), 8.39 (1H, br s), 10.34 (1H, br s), 10.83 (1H, br s)

With the rapid development of chemical substances, we look forward to future research findings about 58530-50-0.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; Kyushu University; SAKUMA, Shogo; KOBAYASHI, Kunio; USHIODA, Masatoshi; IMAI, Toshiyasu; INOUE, Kazuhide; (36 pag.)EP3020707; (2016); A1;,
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Pyridine | C5H5N – PubChem

Application of 109-09-1, 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.109-09-1, name is 2-Chloropyridine, molecular formula is C5H4ClN, molecular weight is 113.54, as common compound, the synthetic route is as follows.

Synthesis of pyridin-2-yl-hydrazine (2): To a stirredsolution of 1 (20 g, 0.176 mol, 1 equiv) in hydrazine hydrate (200 mL, 10 vol) was stirred at 100 C for 48 h. When TLC (8:2 EtOAc and methanol) showed complete consumption of the starting material, the reaction mixture was diluted with water (200 mL) and extracted with ethyl acetate (5 × 500 mL), dried over Na2SO4 evaporated to dryness under reduced pressure to afford 2 (15.0 g, 78 %) as a red oil; 1H NMR (300 MHz,CDCl3): delta 8.14 (1H, d, J = 3 Hz, Ar-H), 7.51-7.45 (1H, m, Ar-H), 6.71-6.66 (2H, m, Ar-H), 5.78 (1H, brs, -NH), 3.81 (2H,brs, -NH2); LCMS calculated for C5H7N3: 109.13; Found 110.1,[M+H]+

The chemical industry reduces the impact on the environment during synthesis 109-09-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Gandikota, N. Murthy; Bolla, R. Sekhar; Viswanath, I. V. Kasi; Bethi, Sridharreddy; Asian Journal of Chemistry; vol. 29; 9; (2017); p. 1920 – 1924;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 106047-17-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 106047-17-0 as follows.

REFERENTIAL EXAMPLE 239 4-[4-(Methoxycarbonyl)phenyl]pyridine N-oxide: The compound (1.49 g) obtained in Referential Example 238 was dissolved in methylene chloride (30 ml), 70% m-chloroperbenzoic acid (3.46 g) was added, and the mixture was stirred at room temperature for 1 hour. An aqueous solution of sodium sulfite was added to conduct liquid separation. The resultant organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and then dried over anhydrous sodium sulfate. The solvent was distilled off to obtain the title compound (1.33 g). 1H-NMR (DMSO) delta: 3.88(3H,s), 7.86(2H,d,J=7.2 Hz), 7.94(2H,d,J=8.3 Hz), 8.05(2H,d,J=8.3 Hz), 8.30(2H,d,J=7.2 Hz). MS (FAB) m/z: 230(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,106047-17-0, its application will become more common.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 882499-87-8 ,Some common heterocyclic compound, 882499-87-8, molecular formula is C7H7BrN2O2, 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.

A mixture of compound 14-1 (10.0 g, 43.28 mmol) and LiOH (5.46 g, 129.8 mmol) in THF (400 mL), MeOH (200 mL) and water (100 mL) was stirred at 70 C for 2 hrs under an atmosphere of N2. Subsequently, the reaction mixture was cooled to 0 C and adjusted its pH value to 6 by adding coned, aq. HC1. The resulting suspension was filtered and the solid was dried in vacuo to give compound 14-2 (7.8 g, 83% yield). LC-MS (ESI): m/z 211 [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,882499-87-8, its application will become more common.

Reference:
Patent; PRESIDIO PHARMACEUTICALS, INC.; ZHONG, Min; LI, Leping; WO2012/58125; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 139022-25-6, 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.139022-25-6, name is Imidazo[1,2-a]pyridine-6-carboxylic acid, molecular formula is C8H6N2O2, molecular weight is 162.15, as common compound, the synthetic route is as follows.

To a stirred solution of compound D (2.5 g,15.4 mmol, 1 eq) in DMF (50 mL) were added compound E (2.3g, 23.1 mmol, 1.5 eq), triethylamine (15.6 g, 154.3 mmol, 10 eq) and T3P (-50% in ethyl acetate, 14.8 g, 23.1 mmol, 1.5 eq) at 23 C and the resulting mixture was heated at 120 C for 18 h. The reaction mixture was cooled to RT, quenched with water and the organic components were extracted with 10% methanol/ CH2CI2. The organic layer was concentrated in vacuo and the crude material was purified by flash chromatography (Combiflash) using 100-200 mesh silica gel eluting with 10% MeOH/ CH2CI2 to obtain the compound F (600 mg, 20%) as off white solid. (0302) [0292] lH NMR (400 MHz, OMSO-d6) delta 9.03 (s, 1 H), 8.06 (s, 1 H), 7.64 (m, 1 H), 7.59 (d, / = 8 Hz, 1 H), 7.47-7.44 (m, 1 H), 3.61 (s, 3 H), 3.32 (s, 3 H); (0303) [0293] LCMS : m/z = 206.2 [M+H], RT = 0.54 minutes; (Program Rl , Column W).

Statistics shows that 139022-25-6 is playing an increasingly important role. we look forward to future research findings about Imidazo[1,2-a]pyridine-6-carboxylic acid.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; PRIESTLEY, Tony; KUNDU, Mrinalkanti; SAHA, Ashis; NATH, Suvadeep; (126 pag.)WO2018/64135; (2018); A1;,
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. 100-26-5, name is 2,5-Pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,5-Pyridinedicarboxylic acid

To a mixture containing Cu(ClO4)2·6H2O (0.190 g, 0.5 mmol) and tris(3-aminopropyl)amine, trpn (0.0.094 g, 0.5 mmol) dissolved in MeOH (20 mL), an aqueous solution (5 mL) of pyridine-2,5-dicarboxylic acid disodium salt (0.053 g, 0.25 mmol) was added. The solution was then heated on a steam-bath for 10 min, filtered through celite and the resulting blue solution was allowed to stand at room temperature. The crude solid, which separated was collected by filtration. Crystallization of the product from H2O afforded tiny blue crystals suitable for X-ray analysis. These were collected by filtration, washed by propan-2-ol, Et2O and dried in air (overall yield: 0.150 g, 82% based on Cu(ClO4)2·6H2O). Characterization: C32H54Cl2Cu3N10O16 (1096.37 g/mol): Calcd: C, 35.06; H, 4.96; N, 12.78. Found: C, 34.88; H, 5.01; N,12.63%. Selected IR bands (ATR, cm1): 3323 (m), 3285 (m) nu(NeH) stretching; 2934 (w), 2889 (w) nu(CeH) stretching; 1594 (s), 1436 (vs)[nu(C]O+C]C+C]N)]; 1070 (vs, b) nu(CleO). UV-Vis (H2O): lambdamax, nm (epsilonmax M-1 cm-1 per Cu atom)=562 (sh), 679 (85), 906 (sh).

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, 100-26-5, 2,5-Pyridinedicarboxylic acid.

Reference:
Article; Louka, Febee R.; Haq, Sabriah J.; Guidry, Hollie R.; Williams, Bailey R.; Henary, Maher M.; Fischer, Roland C.; Torvisco, Ana; Massoud, Salah S.; Mautner, Franz A.; Inorganica Chimica Acta; vol. 500; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem