Pyridine-derivatives

Reference of 98121-41-6, Adding some certain compound to certain chemical reactions, such as: 98121-41-6, name is 3-Amino-5,6-dichloropyridine,molecular formula is C5H4Cl2N2, 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 98121-41-6.

Precursor alpha: 2,3-Dichloro-5-isopropylthiopyridine 13.1 g (0.08 mol) of 3-amino-5,6-dichloropyridine in 120 ml of methylene chloride were reacted with 25 g (0.16 mol) of diisopropyl disulfide and 12.4 g (0.12 mol) of tert-butyl nitrite in 70 ml of methylene chloride by a method similar to Example 1, Precursor alpha. This gave 30 g of the dark oil (approximately 40% of product of value) which was further reacted without further purification. 1H-NMR (in d6 dimethyl sulfoxide): delta [ppm]=1.25 (d, 2*CH3); 3.7 (m, CH); 8.2 and 8.3 (2*d, pyr H).

According to the analysis of related databases, 98121-41-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF Aktiengesellschaft; US6448205; (2002); B1;,
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.72141-44-7, name is 4-Chloro-2-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.5709, as common compound, the synthetic route is as follows.SDS of cas: 72141-44-7

(a); 5.76 g (40.1 mmol) of 4-chloro-2-methoxypyridine was dissolved in 20 ml of dimethylformamide, and a dimethylformamide (20 ml) solution of 8.01 g of N-bromosuccinimide (98%, 44.1 mmol) was dropwise added over a period of 30 minutes. After stirring at room temperature for 2 days, an unreacted material was confirmed, and thus 2.85 g of N-bromosuccinimide (98%, 16 mmol) was further added, followed by stirring at room temperature further for 3 days. The reaction mixture was poured into 250 ml of water, followed by extraction with ethyl ether (100 ml each) three times. The organic layer was washed with water (100 ml), a sodium thiosulfate aqueous solution (100 ml) and then a saturated sodium chloride solution (100 ml), dried over magnesium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel chromatography to obtain 7.10 g (yield: 80%) of 5-bromo-4-chloro-2-methoxypyridine. 1H-NMR(CDCl3, 400MHz): delta (ppm) =3.91 (s, 3H), 6. 89 (s,1H), 8.28(s,1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72141-44-7, 4-Chloro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1679003; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 33252-28-7, 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. 33252-28-7, name is 6-Chloronicotinonitrile. A new synthetic method of this compound is introduced below.

Triethylamine (5.51 g, 4 mL, 54.6 mmol, 2.7 eq) is added to a solution of 6-chloro- nicotinonitrile (2.76 g, 20 mmol, 1 eq), (i?)-2-methyl- piperazine (2.0Og, 20 mmol, 1 eq) in DMF (15 mL), and the resulting solution is stirred at rt for 36 h. A white precipitate of triethylamine hydrochloride forms in the course of the reaction. Water (15 mL) and EtOAc (100 mL) are added, the organic layer is separated, dried over sodium sulfate and concentrated under reduced pressure to a white residue. The solid is further dried under high vacuum to yield the desired product as a white solid (2.3 g, 59%). IH NMR (400 MHz, CHLOROFORM-*/) delta ppm 8.32 (d, J=2.40 Hz, 1 H), 7.52 (dd, J=9.09, 2.27 Hz, 1 H), 6.52 (d, J=8.97 Hz, 1 H), 4.14 – 4.24 (m, 2 H), 3.01 – 3.07 (m, 1 H), 2.72 – 2.94 (m, 3 H), 2.52 (dd, J=12.76, 10.36 Hz, 1 H), 1.07 (d, J=6.32 Hz, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33252-28-7, 6-Chloronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52311-50-9 ,Some common heterocyclic compound, 52311-50-9, molecular formula is C7H8ClNO, 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 degassed mixture of 4-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2- yl)benzamide ( 9.4g, 38 mmol) and 2-chloro-4-ethoxypyridine ( 5g, 31.7 mmol) in dioxane was added Brettphos-prePd (catalytic amount) and CS2CO3 (12.3 g, 37.8 mmol) under N2atmosphere. The mixture was heated to 100 C and stirred for 3.5 hours. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated, and the residue was purified on silic-gel (PE: EA = 100% ~ 30%) to give N-(4-ethoxypyridin-2-yl)-4-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl)benzamide (8.8 g, yield 75%). 1HNMR (400MHz, CDC13): 5=8.74 (s, 1 H), 8.05~8.02(m, 1 H), 8.01 (s, 1 H), 7.94-7.89 (m, 4 H), 6.60-6.59 (m, 1 H), 4.20-4.14 (m, 2 H), 1.47-1.43 (m, 3 H), 1.36 (s,12 H), MS (ESI):M/Z (M+l)=369.19.

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. 52311-50-9, 2-Chloro-4-ethoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); 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. 57963-08-3, name is 5,6-Dimethylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 5,6-Dimethylpyridin-2-amine

(A) 5,6-dimethylimidazo[1,2-a]pyridine (0313) A mixture of 5,6-dimethylpyridin-2-amine (2.0 g, 16 mmol), 40% chloroacetaldehyde aqueous solution (3.2 mL, 20 mmol) and ethanol (40 mL) was heated under reflux overnight. The solvent was evaporated under reduced pressure, and the reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the residue was purified by NH silica gel column chromatography (hexane/ethyl acetate) to give the title compound (2.5 g). 1H NMR (300 MHz, CDCl3) delta2.35 (3H, s), 2.53 (3H, s), 7.05 (1H, d, J = 9.4 Hz), 7.46 (2H, t, J = 4.5 Hz), 7.65 (1H, d, J = 1.1 Hz).

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, 57963-08-3, 5,6-Dimethylpyridin-2-amine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KIMURA, Eiji; MIYANOHANA, Yuhei; OGINO, Masaki; TANAKA, Yuta; FUSHIMI, Makoto; OKAWA, Tomohiro; HANYA, Yuki; KOIKE, Tatsuki; (67 pag.)EP3239150; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1254473-66-9, Adding some certain compound to certain chemical reactions, such as: 1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol,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 1254473-66-9.

MsCl (32g, 0.28mol) was added in batches to a solution of a mixture of Example 1E (36g, 0.91mol) and triethylamine (21g, 0.21mol) in dichloromethane (1 L) at 0C. The reaction was stirred at 0C for 3 hours and thenquenched with water (100mL) in an ice bath and stirred for 1 hour. After layering, the organic phase was washed withsaturated sodium bicarbonate solution (200mL 3 3) and brine (200mL), then dried over anhydrous sodium sulfate,filtered and the filtrate was concentrated to give a residue that was purified by flash silica gel column chromatographyto give the title compound (pale yellow, 50g, yield 98%).

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. 1254473-66-9, 1-(3,5-Dichloropyridin-4-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Harbin Zhenbao Pharmaceutical Co., Ltd.; Medshine Discovery Inc.; CHEN, Shuhui; CHEN, Zhengxia; DAI, Meibi; XIE, Cheng; LI, Peng; ZHANG, Yang; LIANG, Guibai; WANG, Qiang; LIAO, Jiangpeng; SUN, Fei; HU, Guoping; LI, Jian; (166 pag.)EP3333157; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 122306-01-8 ,Some common heterocyclic compound, 122306-01-8, molecular formula is C6H6BrNO, 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.

This compound was synthesised as previously reported and analysis matched with literature values.[30] microscopy of the adjacent tissue immunohistochemically stained with 1E8 antibody. Scale bars indicate 100 mm. (6-Bromopyridin-3-yl)methanol (2) (2.93 g, 11.3mmol) was dissolved in dichloromethane (40mL) and treated with an excess of thionyl chloride (7mL). The reaction was monitored by TLC (33% ethyl acetate in petroleum spirits; Rf 0.81) and once complete, volatiles were removed by evaporation. The residue was then suspended in saturated NaHCO3 (50mL) and extracted with ethyl acetate (2_50mL). The organic extracts were combined, dried over MgSO4, and evaporated to dryness to yield a brown oil, which yielded a crystalline white solid upon standing. The solid was suspended in pentane and isolated by filtration, washed with pentane, and air-dried to give a crystalline colourless solid (2.13 g, 10.3mmol, 91% yield). dH (400MHz, CDCl3) 8.37 (d, 4JHH 1.9, 1H, ArH), 7.60 (dd, 3JHH 8.2, 4JHH 2.4, 1H, ArH), 7.50 (d, 3JHH 8.2, 1H, ArH), 4.54 (s, 2H, CH2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122306-01-8, its application will become more common.

Reference:
Article; McInnes, Lachlan E.; Noor, Asif; Roselt, Peter D.; McLean, Catriona A.; White, Jonathan M.; Donnelly, Paul S.; Australian Journal of Chemistry; vol. 72; 10; (2019); p. 827 – 834;,
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. 490-11-9, name is Pyridine-3,4-dicarboxylicacid, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a mixture of pyridine-3,4-dicarboxylic acid (10.00 g, 60.00 mmol, 1 eq) and a catalytic amount of DMAP (50 mg) in 300 mL of anhydrous MeOH was added dropwise SOCl2 (21.4 mL, 300.00 mmol, 5 eq) at 0C. The reaction mixture was heated to reflux for 48 h, cooled to room temperature and concentrated in vacuo. The crude product was dissolved in CH2C12 (200 mL), and the solution was washed with saturated K2C03 aqueous solution and water (50 mL), dried over anhydrous Na2S04 and concentrated in vacuo to afford the title compound as pale yellow oil (8.00 g, 68.00 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 196.05 (M+1).

The synthetic route of 490-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 129012-04-0, Adding some certain compound to certain chemical reactions, such as: 129012-04-0, name is 6-Bromopyridine-2,3-diamine,molecular formula is C5H6BrN3, 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 129012-04-0.

Preparation Example 9-3 5-Bromo-2-methyl-1H-imidazo[4,5-b]pyridine 2,3-Diamino-6-bromopyridine (8.16 g) and triethyl orthoacetate (12.0 ml) were mixed in acetic acid (41 ml), and the mixture was refluxed under heating for 29 hr.. The mixture was allowed to cool and the solvent was evaporated to give a crude product (10 g).. This was dissolved in a sufficient amount of dichloromethane.. Anhydrous potassium carbonate and active carbon were added and the mixture was stirred at room temperature.. The insoluble matter was filtered off and the solvent was evaporated to give the objective compound (7.59 g) as a pale-yellow powder. 1H-NMR(DMSO-d6): 2.51(3H, s), 7.31(1H, d, J=8 Hz), 7.82(1H, d, J=8 Hz) Mass(ESI): m/e 212, 214 (M+H)+

According to the analysis of related databases, 129012-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6348474; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 896139-85-8, 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 896139-85-8, name is Imidazo[1,2-a]pyridin-7-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of imidazo[l,2-a]pyridin-7-ol (CAS 896139-85-8; 35 mg, 0.26 mmol) in dry DMF (3 mL) is added NaH (60% in mineral oil, 42 mg, 1.04 mmol) and the mixture is stirred at RT for 10 min. Methyl l-bromocyclopentane-l-carboxylate (CAS 51572-54-4; 143 pL, 1.04 mmol) is added and the mixture is heated at 50 C for 20 h. The reaction mixture is concentrated and the residue is diluted with water and DCM. The aqueous phase is extracted with DCM. Organic layers are combined, dried over Na2S04, filtered and concentrated to afford the expected compound. LCMS: MW (calcd): 260.3; m/z MW (obsd): 261.6 (M+H)

According to the analysis of related databases, 896139-85-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; DESROY, Nicolas; JONCOUR, Agnes, Marie; PEIXOTO, Christophe; TEMAL-LAIB, Taoues; TIRERA, Amynata; BUCHER, Denis; AMANTINI, David; DE VOS, Steve, Irma, Joel; BRYS, Reginald, Christophe, Xavier; (396 pag.)WO2019/238424; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem