Day: June 18, 2021

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. 1195-59-1, name is 2,6-Pyridinedimethanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 1195-59-1

At 0 C, a solution of p-toluenesulfonyl chloride (0.76 g,4.0 mmol) in tetrahydrofuran (THF; 7.5 mL) was added to a stirred solution of 2,6-pyridinedimethanol (0.28 g, 2.0 mmol) and NaOH (0.8 g, 20 mmol) in THF/water (7.5/7.5 mL). After 4 h of stirring, the mixture was poured into 20 mL of water and extracted with methylene chloride (3 × 7.5 mL). The organic phase was washed with saturated aqueous NaCl solution and distilled water and dried over Na2SO4; the solvent was removed in vacuo to afford 2,6-pyridinedimethylene ditosylate (0.79 g, 88%) as a white powder. 1H NMR(300 MHz, CDCl3): = 7.80 (d, J = 7.5 Hz, 4H, 2,6-H tosyl), 7.69 (t,J = 7.5 Hz, 1H, 4-H Py), 7.32 (d, 2H, 3,5-H Py, d, 4H, 3,5-H tosyl), 5.04(s, 4H, PyCH2tosyl), and 2.44 (s, 6H, tosyl-CH3)

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, 1195-59-1, 2,6-Pyridinedimethanol.

Reference:
Article; Woo, Jeong Oh; Kang, Sung Kwon; Park, Jong-Eun; Son, Kyung-Sun; Journal of Molecular Catalysis A: Chemical; vol. 404-405; (2015); p. 204 – 210;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13472-85-0 ,Some common heterocyclic compound, 13472-85-0, 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.

To a solution of diispropylamine (63 g, 642 mmol) in anhydrous THF (500 ml) was added n-BuLi5 (2.5 M, in hexane, 256 mL, 642 mmol) dropwise under a N2 atmosphere at -78 C, and themixture was stirred for 30 min. To the reaction mixture was added a solution of 5-bromo-2-methoxypyridine (100 g, 535 mmol) in 100 mL ofTHF. The reaction mixture was stirred at-78 oc for 1h, and then DMF (50 ml, 642 mmol) was added. After stirring for 30 min, the reactionmixture was quenched with water and extracted with EtOAc. The organic layer was washed with10 water and brine, and dried over Na2S04. After filtration and concentration, the residue waspurified by silica gel column chromatography (eluted with petroleum ether: ethyl acetate= 10: 1) togive solid 39-1. MS(ESI) m/e (M+H+): 216.0/218.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13472-85-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; NARGUND, Ravi P.; BLIZZARD, Timothy A.; JOSIEN, Hubert; BIJU, Purakkattle; PLUMMER, Christopher W.; DANG, Qun; LI, Bing; LIN, Linus S.; CUI, Mingxiang; HU, Bin; HAO, Jinlai; CHEN, Zhengxia; WO2014/19186; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2176-62-7, 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. 2176-62-7, name is Perchloropyridine. A new synthetic method of this compound is introduced below.

EXAMPLE II — 2,3,5-Trichloropyridine To a 500 milliliter, 3-neck flask which was fitted with a reflux condenser, heater, thermometer and stirrer was added 200 milliliters (1.2 moles) of 6N ammonium hydroxide, 39.0 grams (0.60 gram atom) of zinc dust, 100 milliliters of toluene and 25.1 grams (0.1 mole) of pentachloropyridine. The pH of the mixture was 12.6. The mixture was heated to 70 C., with stirring, and held under these conditions for 35 hours. At the end of this period, the reaction mixture was cooled to 20 C. and filtered to remove insolubles. The filter cake was washed with toluene and the toluene combined with the filtrate and concentrated by distillation. Analysis indicated a 2,3,5-trichloropyridine yield of 9.39 grams (52 percent of theoretical).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2176-62-7, its application will become more common.

Reference:
Patent; The Dow Chemical Company; US4111938; (1978); A;,
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 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C8H8N2O

Compound g 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (3 g, 1.0 eq) and an appropriate amount of Raney nickelAdd to methanol (50 ml), add saturated aqueous ammonia (25 ml), react under hydrogen for 24 hours, filter, and concentrate.Crystallization gave 2.0 g of product h.

With the rapid development of chemical substances, we look forward to future research findings about 769-28-8.

Reference:
Patent; Chinese Academy Of Sciences Hefei Matter Sciences Institute; Liu Qingsong; Liu Jing; Lv Fengchao; Hu Chen; Wang Wenliang; Wang Aoli; Qi Ziping; Liang Xiaofei; Wang Wenchao; Ren Tao; Wang Beilei; Wang Li; (56 pag.)CN108314677; (2018); 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. 56622-54-9, name is (6-Methylpyridin-3-yl)methanamine, molecular formula is C7H10N2, 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. Safety of (6-Methylpyridin-3-yl)methanamine

[0340] To a stirred solution of compound XI (0.15 g, 0.42 mmol, leq) in CH2C12: DMF (1:5, 20 mL) were added DIPEA (0.22 mL, 1.2 mmol, 3 eq) and HATU (0.2 g, 0.54 mmol, 1.3 eq) and the resulting mixture was stirred at 0 C for 15 mm. To the mixture was added C-(6-methyl-pyridin-3-yl)-methylamine (0.13 g, 0.85 mmol, 2 eq) and the resulting mixture allowed to stir at 23 C for another 16 h. From the mixture, solvent was removed in vacuo, the residue was diluted with EtOAc and washed with saturated aqueous sodium bicarbonate solution, aqueous ammonium chloride solution and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to dryness. The crude product was purified by silica gel (230-400 mesh) column chromatography eluting with 0-10% methanol/CH2C12 to obtain the title compound (30 mg, 16%) as an off white solid. 1H NMR (DMSO-d6) oe 9.37 (t, 1H, J = 6 Hz), 9.10 (d, 1H, J = 1 Hz), 8.42 (d, 1H, J = 2 Hz), 7.90 (d, 1H, J = 1 Hz), 7.84 (s, 1H), 7.68 (d, 1H, J = 1 Hz), 7.63 (dd, 1H, J = 2, 8 Hz), 7.43 (d, 1H, J= 4 Hz), 7.22 (d, 1H, J = 8 Hz), 7.03 (d, 1H, J = 3 Hz), 6.35 (s, 1H), 4.48 (d, 2H, J = 6 Hz),2.62 (q, 2H, J= 8Hz), 2.55 (s, 3H), 2.50 (s, 3H), 1.11 (t, 3H, J= 8Hz). LCMS: mlz = 457.0[M+Hj , RT = 3.21 minutes, (Program P1, Column Y).

With the rapid development of chemical substances, we look forward to future research findings about 56622-54-9.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott; VENKATESAN, Aranapakam; PRIESTLEY, Tony; KUNDU, Mrinal; SAHA, Ashis; WO2015/95128; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 37669-64-0 ,Some common heterocyclic compound, 37669-64-0, 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.

To a solution of (5-bromo-pyridin-3-yl)-methanol, (0.500 g, 2.68 mmol) DCM (10 mL) was added thionyl chloride (0.5 mL) and the resulting solution was stirred at room temperature for 2 h. The reaction mixture was quenched by the addition of water and extracted into DCM. The organic extracts were washed with brine filtered and concentrated under reduced pressure to provide 3-bromo-5- chloromethyl-pyridine (0.45 g, 82 %), which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37669-64-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65515-28-8, Methyl 2,6-dichloronicotinate, 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, SDS of cas: 65515-28-8, blongs to pyridine-derivatives compound. SDS of cas: 65515-28-8

5.58 g (111 mmol) of hydrazine · monohydrate was added to a mixed solution of 11.5 g (55.8 mmol) of 2,6-dichloronicotinic acid methylate and 150 ml of dioxane at room temperature. After the addition was completed, the reaction mixture was stirred at room temperature for 18 hours. After completion of the stirring, water was added to stop the reaction, and the solvent in the reaction solution was distilled off under reduced pressure. The precipitated solid was washed with water and collected by filtration to obtain 10.7 g of the objective compound as a yellow solid.

The synthetic route of 65515-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissan Chemical Industries, Ltd.; Nakaya, Kiyohiko; Tanima, Daisuke; Inaba, Masamitsu; MiyaKaku, Hiroki; Furuhashi, Takayuki; Maeda, Kanenari; Ikeda, Eitatsu; (181 pag.)JP2018/76298; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5345-47-1, 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.5345-47-1, name is 2-Aminonicotinic acid, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

Example 1.3: Preparation of (4-(2,4-Difluorophenethyl)piperazin-l-yl)(imidazo[l,2- alpha]pyridin-8-yl)methanone (Compound 3).Step A: Preparation of Imidazo[l,2-alpha]pyridine-8-carboxylic Acid.To a mixture of 2-aminonicotinic acid (0.6906 g, 5.00 mmol) in acetonitrile (20 mL) was added bromoacetaldehyde dimethyl acetal (0.591 mL, 5.00 mmol). The resulting slurry was heated at 150 0C under microwave irradiation for 2 h. The resulting precipitate was filtered off and washed with acetonitrile and hexane to afford the title compound (0.924 g) as a grey solid.

The chemical industry reduces the impact on the environment during synthesis 5345-47-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARENA PHARMACEUTICALS INC.; WO2009/23253; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 159991-07-8, 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. 159991-07-8, name is (4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate. A new synthetic method of this compound is introduced below.

Example 210; 3,3-bis(4-fluorophenyl)-l-(2-oxo-2-{(4aS,7aS)-l-[3-(trifluoromethyl)benzyl]octahydro-6H-pyrrolo [3,4-6] pyridin-6-yl}ethyl)pyrrolidin-2-one; Example 210A; 3,3-bis(4-fluorophenyl)-l-(2-oxo-2-((4aS,7aS)-tetrahydro-lH-pyrrolo[3,4-6]pyridin- 6(2H,7H,7aH)-yl)ethyl)pyrrolidin-2-one; To a solution of 2-(3,3-bis(4-fluorophenyl)-2-oxopyrrolidin-l-yl)acetic acid (Example 58D) (0.331 g, 1 mmol) and (4aS,7aS)-tert-butyl octahydro-lH-pyrrolo[3,4-6]pyridine-l- carboxylate (Example 50 B) (0.226 g, 1 mmol) in methylene chloride (20 mL) was added O- (7-azabenzotriazol-l-yl)-Lambda/,Lambda/,Lambda/’,Lambda/’-tetramethyluronium hexafluorophosphate (0.38g, 1 mmol) and diisopropylethylamine (0.45 mL). The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was then diluted with methylene chloride, and then washed with 1 iVEtaCl, water, 1 iVNaOEta, and water. The organic layer was dried over magnesium sulfate and concentrated in vacuo. The obtained residue was purified by silica gel chromatography eluting with ethyl acetate to yield the t-butoxycarbonyl-protected title compound. That material was dissolved in dichloromethane (10 mL) and treated with trifluoroacetic acid (2 mL) for 1 hour at room temperature. The reaction mixture was concentrated and partitioned between saturated aqueous NaHCO3 solution and dichloromethane. The organic layer was separated, dried over MgSO4 and concentrated to give the title compound. 1H NMR (300 MHz, CDCl3) delta ppm 7.35 (m, 4 H), 7.00 (m, 4 H), 4.25 (dd, 1 H), 3.96 (t, J=16.78 Hz, 1 H), 3.47 (m, 7 H), 3.00 (m, 1 H), 2.78 (m, 2 H), 2.63 (m, 1 H), 2.27 (m, 1 H), 1.72 (m, 2 H) 1.45 (m, 2H); MS (ESI+) m/z 440 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,159991-07-8, (4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; BHATIA, Pramila, A.; DOHERTY, George, A.; DRIZIN, Irene; MACK, Helmut; PERNER, Richard, J.; STEWART, Andrew, O.; ZHANG, Qing Wei; WO2010/39947; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Quality Control of 2-Oxo-1,2-dihydropyridine-3-carboxylic acid

To a solution of 2-hydroxynicotinic acid 1 (18.98 g, 0.136 mmol) in glacial acetic acid was added bromine (8.4 ml, 0.163 mmol). The reaction mixture was stirred at 80 C overnight and monitored by TLC to confirm its completion. The reaction mixture was then evaporated in vacuo and the resulted precipitate was collected, washed with cold water and filtered to furnish the compound 2 in good yields. (22.7, 76.6%). 1H-NMR (300 MHz, CDCl3) delta 8.25 (d, J = 2.4 Hz, 1H), 8.34 (d, J = 2.4 Hz, 1H), 13.8 (brs, 1H).

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, 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid.

Reference:
Article; Liu, Linyi; Li, Xinyu; Cheng, Yu; Wang, Lianjian; Yang, Huizhu; Li, Jiurong; He, Siying; shuangjie Wu; Yin, Qianqian; Xiang, Hua; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 304 – 316;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem