Pyridine-derivatives

Electric Literature of 16179-97-8, Adding some certain compound to certain chemical reactions, such as: 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride,molecular formula is C7H8ClNO2, 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 16179-97-8.

Pyridine (60 mL, 730 mmol) was added to a mixture of 5-(((1 R,3SJ-3-(5-amino- 1 ,3,4-thiadiazol-2-yl)cyclopentyl)methyl)-1 ,3,4-thiadiazol-2-amine (12.25 g, 43.4 mmol) and 2-pyridylacetic acid hydrochloride (18.8 g, 108 mmol). After stirring for 5 min, T3P (72.3 mL, 50% in DMF, 121 mmol) was added. Upon addition, a minor exotherm was observed, accompanied by effervesence. The reaction was stirred for 15 min and then checked by LCMS. The mono-acylated product was still observed, and as such additional 2-pyridylacetic acid hydrochloride (5 g, 28.7 mmol), T3P (10 mL, 50% in DMF, 16.7 mmol) and pyridine (20 mL, 243 mmol) were added and the reaction stirred overnight. The reaction was concentrated to remove excess pyridine, and then the residue was added dropwise to water with stirring. After addition was complete, the mixture was brought to pH ~7.5 and the solids filtered off, and rinsed with water. The solids were triturated with acetone and filtered to give 2-(pyridin-2-yl)-/V-(5-{[(1 R,3S)-3- {5-[(pyridin-2-ylacetyl)amino]-1 ,3,4-thiadiazol-2-yl}cyclopentyl]methyl}-1 ,3,4-thiadiazol-2- yl)acetamide (14.6 g, 65 %) as a yellow solid. 1 H NMR (400 MHz, DMSO-cf6) delta ppm 12.65 (br s, 2 H), 8.49 (d, J = 4.77 Hz, 2 H), 7.77 (td, J = 7.6, 1 .9 Hz, 2 H), 7.39 (d, J = 7.8 Hz, 2 H), 7.28 (ddd, J = 7.6, 4.9, 1.2 Hz, 2 H), 4.00 (s, 4 H), 3.50 (dt, J = 10.3, 7.7 Hz, 1 H), 3.07 (d, J = 7.3 Hz, 2 H), 2.35 – 2.47 (m, 1 H), 2.29 (dt, J = 13.5, 7.1 Hz, 1 H), 2.12 (dtd, J = 15.9, 8.9, 7.7, 3.8 Hz, 1 H), 1 .76 – 1 .96 (m, 2 H), 1 .44 – 1 .61 (m, 2 H). m/z (ESI+) for C24H24N802S2 521 .1 (M+H)+.

According to the analysis of related databases, 16179-97-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; BURNS, Aaron Craig; COLLINS, Michael Raymond; GREASLEY, Samantha Elizabeth; HOFFMAN, Robert Louis; HUANG, Qinhua; KANIA, Robert Steven; KUNG, Pei-Pei; LINTON, Maria Angelica; NARASIMHAN, Lakshmi Sourirajan; RICHARDSON, Paul Francis; RICHTER, Daniel Tyler; SMITH, Graham; WO2015/166373; (2015); 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. 571189-16-7, name is tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate, the common compound, a new synthetic route is introduced below. Formula: C14H20N4O4

To 4-(6-nitro-pyridin-3-yl)-piperazine-1 -carboxylic acid tert- butyl ester (2.0 g, 6.43 mmol) in EtOH (15 ml.) is added Pd/C (200 mg) under a hydrogen atmosphere maintained by a H2 balloon for 3h. The reaction mixture is filtered and the filtrate is concentrated under reduced pressure to afford the crude title compound. (0489) Yield: 1.90 g (quantitative)

The synthetic route of 571189-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BRUNETTE, Steven; CUI, Jianwen; LOWE, Michael D.; SARKO, Christopher Ronald; SURPRENANT, Simon; TURNER, Michael Robert; WU, Xinyuan; SMITH KEENAN, Lana Louise; BOUYSSOU, Thierry; (183 pag.)WO2019/158572; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13600-42-5, 2,6-Dichloro-4-(trifluoromethyl)nicotinonitrile, 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, 13600-42-5, blongs to pyridine-derivatives compound. category: pyridine-derivatives

(1) 11.3 g of 3-cyano-2,6-dichloro-4-trifluoromethylpyridine was gradually added to 22.6 ml of concentrated sulfuric acid, and then the mixture was heated and reacted at 100 C. for one hour. After completion of the reaction, the mixture was poured into ice water, whereupon white precipitates formed. The precipitates were collected by filtration, and the filtrate was extracted with methylene chloride. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure to obtain a white solid. This solid and the precipitates previously obtained, were put together to obtain 9.2 g of 2,6-dichloro-4-trifluoromethyl-3-pyridine carboxamide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13600-42-5, its application will become more common.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US5360806; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 175422-04-5, 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.175422-04-5, name is 2,6-Dibromo-4-nitropyridine, molecular formula is C5H2Br2N2O2, molecular weight is 281.8896, as common compound, the synthetic route is as follows.

To a solution of 99A (0.473 g, 2.66 mmol) in l,4-Dioxane (20 mL) was added DIPEA (1.239 mL, 7.09 mmol) followed by 2,6-dibromo-4-nitropyridine (0.5 g, 1.774 mmol) sealed the tube and heated to 100 C for overnight. The reaction mass was cooled to RT and concentrated under reduced pressure. Purification by flash chromatography gave 101A (brown solid, 0.32 g, 0.842 mmol, 47.5 % yield). LC-MS Anal.Calc?d for CioHnBrFsNsCh 340.99, found [M+H] 342.2 Tr = 3.652 min (Method U).

Statistics shows that 175422-04-5 is playing an increasingly important role. we look forward to future research findings about 2,6-Dibromo-4-nitropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; NARA, Susheel Jethanand; ROY, Saumya; THANGAVEL, Soodamani; CHERUKU, Srinivas; SISTLA, Ramesh Kumar; (230 pag.)WO2020/23355; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 156118-16-0, 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. 156118-16-0, name is 3-Amino-6-bromo-4-methylpyridine, molecular formula is C6H7BrN2, 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.

A solution of 1 ,3-thiazole-4-carbonyl chloride (142 mg) and 6-bromo-4-methyl-3- pyridinamine (18 mg) in DCM (1 mL) was stirred in a Reactivial under nitrogen at 4O0C for 16 h. The reaction mixture was evaporated in vacuo and partitioned between DCM and water. The organic phase was separated and evaporated in vacuo. The crude material was purified using a 4 g silica ISCO cartridge eluting with a gradient of 0-30% EtOAc to give the title compound.MS calcd for (C10H8BrN3OS + H)+ : 298 / 300 MS found (electrospray) : (M+H)+ = 298 / 300

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 156118-16-0, 3-Amino-6-bromo-4-methylpyridine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/59042; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13575-41-2, Thiazolo[4,5-b]pyridin-2-amine, 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, COA of Formula: C6H5N3S, blongs to pyridine-derivatives compound. COA of Formula: C6H5N3S

To a solution of Example 1.54.2 (60 mg) in dichloromethane (4 mL) was added thiazolo[4,5-b]pyridin-2-amine (7.56 mg), 1-ethyl-3-[3-(dimethylamino)propyl]-carbodiimide hydrochloride (19 mg) and 4-(dimethylamino)pyridine (12.2 mg), and the mixture was stirred overnight. The reaction mixture was diluted with ethyl acetate (200 mL), washed with water and brine, and dried over sodium sulfate. Filtration and evaporation of the solvent gave the title product, which was dissolved in dichloromethane/trifluoroacetic acid (1:1, 6 mL) and stirred overnight. After evaporation of solvent, the residue was dissolved in N,N-dimethylformamide/water (1:1, 12 mL) and purified by reverse phase HPLC (Gilson system), eluting with 10-85% acetonitrile in water containing 0.1% trifluoroacetic acid, to give the title compound. 1H NMR (400 MHz, dimethyl sulfoxide-d6) delta ppm 13.42 (s, 1H), 9.05 (s, 1H), 8.51-8.69 (m, 2H), 8.31-8.41 (m, 2H), 8.18-8.26 (m, 4H), 8.06 (d, 1H), 7.97 (d, 1H), 7.68-7.79 (m, 1H), 7.49 (s, 1H), 7.40 (dd, 1H), 3.90 (s, 3H), 3.18-3.29 (m, 3H), 3.07-3.15 (m, 2H), 2.82 (t, 3H), 2.24 (s, 3H), 1.44 (s, 2H), 0.97-1.37 (m, 10H), 0.88 (s, 6H). MS (ESI) m/e 850.1 (M+H)+.

The synthetic route of 13575-41-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AbbVie Inc.; Benatuil, Lorenzo; Bruncko, Milan; Chao, Debra; Izeradjene, Kamel; Judd, Andrew S.; Phillips, Andrew C.; Souers, Andrew J.; Thakur, Archana; (556 pag.)US2017/355769; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 154237-70-4, 4-Bromo-3-cyanopyridine, 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, Computed Properties of C6H3BrN2, blongs to pyridine-derivatives compound. Computed Properties of C6H3BrN2

Into a 20 mL vial were added dimethylamine (295.63 mg, 6.557 mmol, 2.00 equiv) , 4-bromopyridine-3-carbonitrile (600 mg, 3.279 mmol, 1 equiv) and K 2CO 3 (1.36 g, 9.836 mmol, 3.00 equiv) at room temperature. The resulting mixture was stirred for 2 h at 40. The resulting mixture was filtered, the filter cake was washed with DCM (2×20 mL) . The filtrate was concentrated under reduced pressure. The residue was purified by Prep-TLC (EtOAc) to afford 4- (dimethylamino) pyridine-3-carbonitrile (470mg, 97.40%) as an off-white solid (crude) . 1H-NMR (400 MHz, CDCl 3) delta 3.26 (6H, s) , 6.55 (1H, d) , 8.23 (1H, d) , 8.47 (1H, s)

The synthetic route of 154237-70-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD.; QI, Changhe; TSUI, Honchung; ZENG, Qingbei; YANG, Zhenfan; ZHANG, Xiaolin; (399 pag.)WO2020/35052; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 571188-59-5, 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 571188-59-5 as follows.

General procedure: To a solution of alcohol (1.1 mmol) in a mixture of solvents EtOAc: DMSO (4 ml: 2 ml), was added T3P (2.5 mmol, 50% solution in ethyl acetate) at 0 C, and the resulting mixture was stirred at room temperature for 1-2 h under nitrogen atmosphere. The reaction was monitored by TLC, amine (1.0 mmol) and thioglycolic acid (1.0 mmol) were added once and stirred further for 1-3 h at room temperature. After completion of the reaction, the mixture was diluted with water (20 ml) and neutralized by adding 10% NaHCO3 solution. The product was extracted with ethyl acetate (10 ml 2) and the combined organic layers were washed with water followed by brine solution. The organic phase was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to afford a crude product which was purified by column chromatography using hexane: ethyl acetate mixture (8:2) as an eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,571188-59-5, its application will become more common.

Reference:
Article; Sharath Kumar, Kothanahally S.; Swaroop, Toreshettahally R.; Harsha, Kachigere B.; Narasimhamurthy, Kereyagalahally H.; Rangappa, Kanchugarakoppal S.; Tetrahedron Letters; vol. 53; 42; (2012); p. 5619 – 5623;,
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. 157329-89-0, name is 2-Bromo-6-chloro-4-methylpyridine, molecular formula is C6H5BrClN, 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. Product Details of 157329-89-0

b) 4-Methyl-2,6-bis-(4-trifluoromethylphenyl)-pyridine To a degassed solution of 2-bromo-6-chloro-4-methyl-pyridine (1.45 g, 7.04 mmol), 4-trifluoromethylbenzeneboronic acid (3.8 g, 20 mmol), 2N Na2CO3 (10 mL) in DME (80 mL) was added tetrakis(triphenylphosphine)palladium (690 mg, 0.6 mmol) under argon. The mixture was heated to 85 C. for 4 h, cooled to room temperature, diluted with water, and extracted with methylene chloride (3*). The organic solution was washed with brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel (0-20% methylene chloride in heptane) to give the product as an off white solid (1.75 g, 65%). 1H NMR (300 MHz, CDCl3) delta 8.24 (d, J=7.91 Hz, 26H), 7.75 (d, J=8.29 Hz, 26H), 7.61 (s, 13H), 2.53 (s, 19H). MS m/e 382.2 (M+H)

With the rapid development of chemical substances, we look forward to future research findings about 157329-89-0.

Reference:
Patent; Lu, Tianbao; US2010/22583; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 73335-64-5, name is 1-(5-Bromopyridin-3-yl)-N-methylmethanamine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 1-(5-Bromopyridin-3-yl)-N-methylmethanamine

Step B Tert-butyl((5-bromopyridin-3-yl)methyl)(methyl)carbamate (31b)To a stirred solution of 31a (1 g, 4.97 mmol) in methanol (10 mL) triethylamine (3.3 mL, 24.8 mmol ) was added at 0C followed by the drop wise addition of Boc anhydride (1.7 mL, 7.5 mmol). The reaction mixture was stirred overnight at room temperature under nitrogen atmosphere. The reaction mixture was concentrated under reduced pressure. The residue was diluted with ethyl acetate, successively washed with water and brine. The organic layer was dried over anhydrous Na2SO4, evaporated to dryness under reduced pressure to obtain 31b (800 mg) as colorless gummy mass. 1H NMR (400 MHz, CD3OD): delta 8.59 (d, J=1.80 Hz, 1H), 8.43 (d, J=1.50 Hz, 1H), 7.92 (t, J=2.00 Hz, 1H), 4.47 (s, 2H), 2.91 (s, 3H), 1.46 (s, 9H). Molecular Formula: C12H17Br2O2; LC- MS purity: 98.4%; Expected: 301.1; Observed: 301.1 (M).

With the rapid development of chemical substances, we look forward to future research findings about 73335-64-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth, Jay; SCOTT, Mark, E.; THOMPSON, Christopher, F.; ANTHONY, Neville; CAMMARANO, Carolyn, Michelle; BAKSHI, Raman, Kumar; MOHANTY, Subhendu, Kumar; KORAPALA, Chandra, Sekhar; LATTHE, Prashant, R.; KAMBAM, Vyjayanthi, N.; SARKAR, Sujit, Kumar; THATAI, Jayanth, Thiruvellore; WO2015/50798; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem