Tag: M.W=0-100

Some common heterocyclic compound, 504-29-0, molecular formula is C5H6N2, 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.504-29-0

To a solution of 2-aminopyridine (50.0 g, 531 mmol) in methylene chloride (500 mL) were added triethylamine (81.4 mL, 584 mmol) and pivaloyl chloride (71.9 mL, 584 mmol) at 0 C., which was stirred for 4 hours and 30 minutes at room temperature. The reaction solution was partitioned into water and methylene chloride. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. To a solution of the resulting residue in methanol (300 mL) was added potassium carbonate (73.4 g, 531 mmol) at 0 C., which was stirred for 90 minutes at room temperature. The reaction solution was partitioned into water and ethyl acetate at room temperature. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. Heptane (300 mL) was added to the residue, and the precipitated solids were filtered to obtain the title compound (80.2 g, 85%). The filtrate was then concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (12.2 g, 13%). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 1.22 (9H, s), 7.06-7.09 (1H, m), 7.72-7.77 (1H, m), 8.01-8.03 (1H, m), 8.29-8.31 (1H, m), 9.71 (1H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 504-29-0.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

108-99-6, 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. 108-99-6, name is 3-Methylpyridine, molecular formula is C6H7N, 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 1000 mL four-neck bottle was placed in an ice water bath.Add 500g (content 99.5%,After the moisture content of 0.02%) 3-methylpyridine,Turn on the agitation,The dry hydrogen chloride gas (85g/h) is introduced under normal pressure.Water bath temperature control 0 C,Reacting in a dry anhydrous state,After all the white solid hydrochloride is formed,Stop stirring and continue to pass hydrogen chloride gas.The solid begins to dissolve,After introducing hydrogen chloride gas for 9 hours, 1265 g of liquid 3-methylpyridine hydrochloride was obtained (quantitative 3-methylpyridine content was39.53%).Transfer the above hydrochloride to a 2000 mL four-necked flask and place in an oil bath.After the stirring is started and the temperature is raised to 125 C, the chlorine gas after drying is started.Ventilation speed 50g/h,After 8h, the gas phase detection result was 3-methylpyridine: 3-chloromethylpyridine = 45:52 (gas phase qualitative ratio),Stop the chlorine and cool down to 110 C, at this temperature,Distilled under reduced pressure at a pressure of -0.08 MPa,A total of 236 g of distillate was obtained.Is unreacted 3-methylpyridine,The quantitative 3-methylpyridine content is 98.2%;The remaining bottom material is a light yellow solid.3-chloromethylpyridine hydrochloride,A total of 459.9g,The quantitative 3-chloromethylpyridine content is 73.88%,The yield was calculated to be 93.26%.

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. 108-99-6, 3-Methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Nanjing Hong Sun Co., Ltd.; Zhan Xinhua; Zhong Jingsong; Wang Fujun; Chen Honglong; Mu Dengyou; Yang Cheng; (5 pag.)CN108409641; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

462-08-8, Adding a certain compound to certain chemical reactions, such as: 462-08-8, Pyridin-3-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, 462-08-8, blongs to pyridine-derivatives compound.

To an ice-cooled solution of 3-aminopyridine (6 g, 63.8 mmol) and triethyl amine (9.72 ml_, 70.2 mmol) in 124 mL of dichloromethane under argon, was carefully added pivaloyl chloride (7.92 mL, 64.4 mmol) in 16 mL of dichloromethane. After the addition was completed, the reaction mixture was stirred at 0 0C for 15 minutes and at room temperature for 18 hours. The mixture was washed with water, aqueous 4% sodium bicarbonate, brine, dried over sodium sulphate and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica flash, using hexane/ethyl acetate (85:15) as eluents, to yield the title compound (8.5 g, 75%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,462-08-8, its application will become more common.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2007/96072; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

462-08-8, 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. 462-08-8, name is Pyridin-3-amine, molecular formula is C5H6N2, 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.

General procedure: A round bottom flask was charged with Bu4NBr (2 mmol, 0.64 g), EtOH (8 mL) and 2-methylaniline (2 mmol, 0.21 g) followed by CuBr2 (3 mmol, 0.67 g). The resulted mixture was stirred at 25 ¡ãC. After the completion of the reaction (monitored by TLC), the solvent was evaporated under reduced pressure. To the residue was added ammonium hydroxide (5 mL, 25percent w/v) and water (5 mL) with stirring, and the suspension was extracted with DCM(10 mL¡Á4) The organic phase was washed with saturated brine and dried over anhydrous Na2SO4. The product 2b was obtained using flash chromatograph column eluted with PE : EA (5 : 1).

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. 462-08-8, Pyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhao, Hong-Yi; Yang, Xue-Yan; Lei, Hao; Xin, Minhang; Zhang, San-Qi; Synthetic Communications; vol. 49; 11; (2019); p. 1406 – 1415;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 626-64-2 as follows., 626-64-2

General procedure: Method C: 2-Chloromethyl-1-methyl-5-nitro-1H-imidazol (6a) (1 g, 5.7 mmol), Cs2CO3 (6.6 g, 34.2 mmol) and KI (0.095 g, 0.57 mmol) were stirred in MeCN under inert atmosphere. 2-Piperazin-1-yl-pyridin-4-ol (1.02 g, 5.7 mmol) in MeCN was added via a pressure equalized dropping funnel. The mixture was reflux at 80 C overnight under inert atmosphere. The reaction mixture was filtered and the solvent evaporated. The residue was dissolved in CHCl3 and washed with 10% K2CO3 (3 x 15 mL). The organic layer was collected, dried over MgSO4, concentrated to give crude in the form of colorless oil. Purification of product 9e (1 g, 55%) was done by the same procedure as described in method A.

The chemical industry reduces the impact on the environment during synthesis 626-64-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Samant, Bhupesh S.; Sukhthankar, Mugdha G.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 3; (2011); p. 1015 – 1018;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A common compound: 626-64-2, name is Pyridin-4-ol,molecular formula is C5H5NO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 626-64-2

In a 500 ml round bottom flask were mixed pyridin-4-ol (5 g, 52.6mmol), dry THF (200 ml), tert- butyl 4-hydroxypiperidine-1 -carboxylate (13.3 g, 65.8mmol) and PPh3 (18 g, 68.4 mmol). Then DEAD (12 g, 68.4 mmol) was added dropwise at RT. The RM was stirred at RT for 3 h, then the RM was concentrated. Purification by chromatography on silica gel eluting with 3% MeOH in DCM afforded 10 g of the title compound as a white solid. LC-MS (method H): Rt = 1 .35 min, [M+H]+ = 279.3

With the rapid development of chemical substances, we look forward to future research findings about 626-64-2.

Reference:
Patent; NOVARTIS AG; ARISTA, Luca; HEBACH, Christina; HOLLINGWORTH, Gregory John; HOLZER, Philipp; IMBACH-WEESE, Patricia; MACHAUER, Rainer; SCHMIEDEBERG, Niko; VULPETTI, Anna; ZOLLER, Thomas; (145 pag.)WO2019/186358; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 626-64-2, Pyridin-4-ol, 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, 626-64-2, blongs to pyridine-derivatives compound. 626-64-2

To a mixture of 4-hydroxypyridine (0.953 g, 10 mmol) and DBU (2.3 mL, 15 mmol, 1.5 equiv) in DMF (20 mL) was added p-methoxybenzyl chloride (2.0 mL, 15 mmol, 1.5 equiv). The reaction mixture was stirred at 66 C for 4 h. After cooling to the room temperature, the solvent was removed under reduced pressure. The residue was partitioned between CHCl3 and H2O. The organic layer was washed with saturated aqueous NaCl solution, dried over anhydrous MgSO4, and then concentrated under reduced pressure. The residue was purified by flash column chromatography (CHCl3/MeOH=9:1, Rf=0.30) to give the white solid (11, 1.89 g, 8.8 mmol, 88%). Mp 166-168 C (from column); 1H NMR (CDCl3, 400 MHz) delta 7.35 (d, 2H, J=7.6 Hz, CH), 7.12 (d, 2H, J=8.8 Hz, CH), 6.88 (d, 2H, J=8.8 Hz, CH), 6.31 (d, 2H, J=7.6 Hz, CH), 4.87 (s, 2H, CH2), 3.77 (s, 3H, CH3); 13C NMR (CDCl3, 100 MHz) delta 178.8, 159.9, 139.9 (CH), 129.1 (CH), 126.7, 118.5 (CH), 114.5 (CH), 59.5 (CH2), 55.3 (CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,626-64-2, its application will become more common.

Reference:
Article; Cheng, Chien; Shih, Yu-Chiao; Chen, Hui-Ting; Chien, Tun-Cheng; Tetrahedron; vol. 69; 4; (2013); p. 1387 – 1396;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The common heterocyclic compound, 462-08-8, name is Pyridin-3-amine, molecular formula is C5H6N2, 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. 462-08-8

In the three bottle,3-aminopyridine (20.0 g, 212.5 mmol),4-Dimethylaminopyridine (4-DMAP) (0.3 g, 2.1 mmol)And pyridine (33.6 g, 425.0 mmol) dissolved in anhydrous dichloromethane (200 mL),Pivaloyl chloride (28.2 g, 233.7 mmol) was slowly added dropwise in an ice bath.0 C reaction 2h.After the reaction was completed, the reaction solution was poured into ice water, quenched with 1N hydrochloric acid, extracted with dichloromethane (250 mL¡Á3), and the organic phase was collected and washed with saturated brine (200 mL¡Á1).The solvent was evaporated under reduced pressure to give 3-pivalamidopyridine (36.2 g).Yield 95.5%.

The synthetic route of 462-08-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guizhou University; Liu Li; Huang Zhuyan; Yue Yi; (8 pag.)CN107382839; (2017); A;,
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. 142-08-5, name is Pyridin-2(1H)-one. A new synthetic method of this compound is introduced below., 142-08-5

General procedure: To a stirred solution of substituted or unsubstituted 2-pyridone (1 eqiv) in acetic acid (10 ml) was added N-halosuccinamide (1.5 eqiv) and heated to 120 C overnight. The recation mixture was flitered,concentrated, diluted with saturated aqueous NaHCO3 and extracted twice with ethyl acetate. The combined ethyl acetate layers were washed with brine, dried over anhydrous sodium sulfate, filtered,concentrated and purified by combiflash to give C in good to excellent yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,142-08-5, Pyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; PI INDUSTRIES LTD.; SHANBHAG, Gajanan; DODDA, Ranga Prasad; KAMBLE, Ganesh Tatya; KALE, Yuvraj Navanath; RENUGADEVI, G.; MANJUNATHA, Sulur G; S.P., Mohan Kumar; AUTKAR, Santosh Shridhar; GARG, Ruchi; VENKATESHA, Hagalavadi M; MAVINAHALLI, Jagadeesh Nanjegowda; KLAUSENER, Alexander G.M.; (161 pag.)WO2018/193387; (2018); 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. 626-64-2, name is Pyridin-4-ol, the common compound, a new synthetic route is introduced below. 626-64-2

Al.l 4-Etaydroxypyridine ( 40.Og, 0.42 mol ) was added portionwise to fuming nitric acid (140 ml) and sulfuric acid (500ml). The resulting mixture was heated to 1400C for 12 hours. The reaction mixture was cooled in an ice-bath and cautiously poured onto ice (500ml). The yellow solid which precipitated was collected by filtration and dried under vacuum to yield Al.l ( 70.Og, 90%). 1H-NMR ( DMSO-d6) 6: 4.06 ( 2H, s). HPLC (B): 98.9%, ret. time = 0.173 min., LC/MS (M-H)+ = 184.

Statistics shows that 626-64-2 is playing an increasingly important role. we look forward to future research findings about Pyridin-4-ol.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/53166; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem