Pyridine-derivatives

Electric Literature of 156118-16-0, 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 156118-16-0, name is 3-Amino-6-bromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2 [0612] To a suspension 6-bromo-4-methylpyridin-3 -amine (XV) (186 g, 994 mmol, 1.00 eq) and KOAc (115 g, 1.17 mol, 1.18 eq) in CHC13 (3.50 L) was added Ac20 (405 g, 3.97 mol, 3.99 eq) and the suspension was stirred at 25C for 1 h and then heated at 60-70C to reflux for an additional 2 h. After cooling the suspension to 25C, isopentyl nitrate (233 g, 1.99 mol, 2.00 eq) and 18-crown-6 (21 g, 79.5 mmol, 0.08 eq) was added and the suspension heated to reflux for 12 h. After cooling to 25C, the suspension was filtered and the filtrate was concentrated under reduced pressure to yield a residue that was treated with a suspension of potassium carbonate (450 g) in a solution of methanol and water (450 mL) at 0C for 3 h. The suspension was concentrated under reduced pressure to yield a residue that was extracted with EtOAc (1000 mL x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 5-bromo-lH-pyrazolo[3,4-c]pyridine (XVI) (200 g, crude) as yellow solid. The crude product was used for the next step without any purification. NMR (DMSO- tf, 400 MHz) delta ppm 7.96 (s, 1H), 8.15 (s, 1H), 8.86 (s, 1H); ESIMS found for C6H4BrN3 mlz 198.3 (M+H).

According to the analysis of related databases, 156118-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (254 pag.)WO2017/23980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14150-94-8, 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 14150-94-8, name is 1-Methyl-3,5-dinitro-1H-pyridin-2-one. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of (+/-)- 1 ‘- { [2-(trimethylsilyl)ethoxy]methyl} -3H-spiro[cyclopentane- l,3′-pyrrolo[2,3-]pyridine]-2’,3(l’H)-dione from Step A (230 mg, 0.692 mmol) and 1-methyl- 3,5-dinitropyridin-2(lH)-one (173 mg, 0.869 mmol) [Tohda et al. (1990) Bull. Chem. Soc. Japan 63, 2820] in 2 M ammonia in MeOH (3.5 mL) was heated to reflux for 18 h. The mixture was concentrated in vacuo and purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc – 100:0 to 50:50, to give the title compound. MS: mlz = 413 (M + 1).

According to the analysis of related databases, 14150-94-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2008/73251; (2008); 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. 111770-86-6, name is 5-Bromo-2-ethynylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 111770-86-6

(Azidomethyl)trimethylsilane (0.6 mL, 4.0 mmol) was added to Intermediate 41 (500 mg, 2.76 mmol) in toluene (10 mL), and the reaction mixture was warmed up to 80 C. and stirred o.n. Solvent was removed under vacuum and the residue was purified by column chromatography (petroleum ether_EtOAc=6:1). The product was obtained as a yellow solid. MS (m/z): 311, 313 [M+H].

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, 111770-86-6, 5-Bromo-2-ethynylpyridine.

Reference:
Patent; Gordeev, Mikhail Fedorovich; Yuan, Zhengyu; Liu, Jinqian; Wang, Qiang; US2010/69441; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 918503-72-7, 1-(6-Chloropyridin-3-yl)butan-1-one, 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 C9H10ClNO, blongs to pyridine-derivatives compound. Computed Properties of C9H10ClNO

1-(6-aminopyridin-3-yl)butan-1-one (b) (0215) 3.5 g of the above ketone ( a) was placed in a microwave reactor, and 20 mL of NH3 (aq. conc.) was added and the reactor was sealed and heated at 140 C. for 2 h. The reaction mixture was poured over water (50 mL), filtered, and rinsed with EtOH/water (1:1) to give 1-(6-aminopyridin-3-yl)butan-1-one (b, 3.5 g) as a white crude product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,918503-72-7, 1-(6-Chloropyridin-3-yl)butan-1-one, and friends who are interested can also refer to it.

Reference:
Patent; Synta Pharmaceuticals Corp.; Chen, Shoujun; Bohnert, Gary; Jiang, Jun; Xia, Zhiqiang; (151 pag.)US9604978; (2017); B2;,
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.14529-54-5, name is 3,5-Dibromo-1-methylpyridin-2(1H)-one, molecular formula is C6H5Br2NO, molecular weight is 266.92, as common compound, the synthetic route is as follows.Application In Synthesis of 3,5-Dibromo-1-methylpyridin-2(1H)-one

Step 5: A mixture of 105d (2.06 g, 10 mmol), 3,5-dibromo-1-methylpyridin-2(1H)-one (2.65 g, 10 mmol), Pd2(dba)3 (91.6 mg, 0.1 mmol) Xant-phos (116 mg, 0.2 mmol), Cs2CO3(9.78 g, 30 mmol) in dioxane (100 mL) was degassed and stirred at 100 C. for 16 h under nitrogen. The reaction mixture was concentrated and the residue was purified by silica gel chromatography (EA/PE=5/1) to give N-(2-(6-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-2-ylamino)ethyl)acrylamide 105e (2.54 g, 65%) as yellow solid. MS-ESI: [M+H]+ 394.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Genentech, Inc.; Crawford, James John; Wei, BinQing; Young, Wendy B.; US2015/158846; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 39977-44-1, 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.39977-44-1, name is Methyl 6-(hydroxymethyl)picolinate, molecular formula is C8H9NO3, molecular weight is 167.16, as common compound, the synthetic route is as follows.

Compound 2 (661 mg, 3.95 mmol) and 2-iodoxybenzoic (IBX 2.77 g, 9.89 mmol) were stirred in ethyl acetate (50 mL) at 80 C for 3 h. When the reaction was completed, the solid was removed by filtration. The organic phases were evaporated to dryness to give white powder-like solid 9 (640 mg). yield: 98%. 1H NMR (400 MHz, CDCl3) delta 10.20 (s, 1H), 8.36 (dd, J 7.7, 1.1 Hz, 1H), 8.16 (dd, J 7.7,1.1 Hz, 1H), 8.06 (t, J 7.7 Hz, 1H), 4.07 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 39977-44-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Shi, Xiu-Fang; Wang, Ming-Ming; Huang, Shu-chao; Han, Jiang-Xue; Chu, Wen-Chao; Xiao, Chunling; Zhang, En; Qin, Shangshang; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 367 – 376;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67515-76-8, 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 67515-76-8, name is Methyl 5-aminopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

To a N,N-dimethylformamide (20 mL) solution of 5-Amino-2 -nicotinic acid methyl ester (2.31 g) was added iodine (3.09 g) and sodium metaperiodate(1.3 g). The reaction was then heated to 60 0C for 24h. After cooling to room temperature, the reaction was poured into a solution of sodium metabisulfite. The solid thus separated was filtered, washed with water and dried under vacuum to yield 1.6g of the desired compound (Rf: 0.84 min, Condition B, M+H+: 279).

According to the analysis of related databases, 67515-76-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCIOS, INC.; WO2006/112828; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 61889-48-3, Adding some certain compound to certain chemical reactions, such as: 61889-48-3, name is 2-Chloro-1-(pyridin-3-yl)ethanone hydrochloride,molecular formula is C7H7Cl2NO, 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 61889-48-3.

Recombinant E. coli HB101 (pNTS1G) accession number FERM BP-5835 (February 24, 1997, International Patent Organism Depositary, National Institute of Advanced Industrial Science and Technology, address: AIST Tsukuba Central 6, 1-1, Higashi 1-Chome, Tsukuba-shi, Ibaraki-ken 305-8566 Japan) was inoculated in 50 ml of 2xYT medium (tryptone 16 g, yeast extract 10 g, sodium chloride 5 g, water 1 L, pH before sterilization 7.0), which was sterilized in a 500 ml Sakaguchi flask, and cultured ‘by shaking at 37C for 18 hours. After 40 mg of NADP+ and 56.1 g of glucose were added to 800 ml of the obtained culture solution, 40 g of 3-(2-chloro-acetyl)pyridine hydrochloride was added over 5 hours while adjusting the pH to 6.5 at 30C and then agitation was conducted for 2 hours. After the reaction was finished, the reaction solution was extracted by ethyl acetate and concentrated under reduced pressure, to obtain a 31.4 g of yellow oily matter, which is the title compound. The chemical purity and optical purity were analyzed in the same manner as in Example 1. The chemical purity was 97.8 % and the optical purity was 99.8 %ee.1H-NMR (D2O,400MHz/ppm); 3.62 (2H,bs), 4.66 (2H,s), 5.88 (1H,s)

According to the analysis of related databases, 61889-48-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KANEKA CORPORATION; EP1454899; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 10128-71-9, 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.10128-71-9, name is 3-Hydroxyisonicotinic acid, molecular formula is C6H5NO3, molecular weight is 139.11, as common compound, the synthetic route is as follows.

Acetyl chloride (20 mE) was added dropwise to methanol (200 mE) at 00 C. After the addition, the reaction mixture was stirred at this temp for 15 mm and then 4.0 g of the acid was added. The reaction mixture was heated at reflux for 12 h. Methanol was removed to give a residue, which was then carefully neutralized with aq. sat. NaRCO3 and then extracted with EtOAc (3x). The organic layers were combined, dried and evaporated to give the ester as a yellow solid, which was used in the next step without further purification.

Statistics shows that 10128-71-9 is playing an increasingly important role. we look forward to future research findings about 3-Hydroxyisonicotinic acid.

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

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. 685517-71-9, name is 2,6-Difluoro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H2F2IN

To a solution of 4-(5-methyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)thiazole (300 mg, 1.29 mmol) in DMSO (5 mL) was added 2,6-difluoro-4-iodopyridine (373 mg, 1.55 mmol) and NaHC03 (542 mg, 6.45 mmol) and the resulting mixture was stirred for 18 hrs at 80 C. After being cooled to rt, the resulting reaction mixture was filtered and the filtrate was diluted with brine and extracted in DCM (30 mL) for three times. The combined organic layer was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by column chromatography (eluting with DCM/MeOH=20/l, v:v) to give 4-[6-(6-fluoro-4-iodo-2-pyridyl)- 5-methyl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-2-yl]thiazole (520 mg) as yellow solid.

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, 685517-71-9, 2,6-Difluoro-4-iodopyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; WANG, Yongguang; YANG, Song; (84 pag.)WO2018/83081; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem