Tag: M.W:200-300

Application of 78686-79-0, Adding some certain compound to certain chemical reactions, such as: 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate,molecular formula is C7H5BrClNO2, 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 78686-79-0.

To a mixture of NaBH4 (5.8 g, 152. 6 mmol, 4 eq) and anhydrous CaCl2 (16.9 g, 152. 6 mmol) in dry DCM (100 mL) at 0C, was added slowly methyl 5-bromo-2-chloronicotinate (9.5 g, 38.15 mmol). The resulting mixture was stirred at room temperature for 12h. Water was added to the reaction mixture at 0C. The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo, to afford 6.8 g (crude) of (5-bromo-2-chloropyridin-3- yl)methanol, which was used in the next step without further purification. LCMS [M+H]+ 223.1.

According to the analysis of related databases, 78686-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D.; WO2011/103202; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65-22-5, Adding some certain compound to certain chemical reactions, such as: 65-22-5, name is 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride,molecular formula is C8H10ClNO3, 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 65-22-5.

A solution of pyridoxal hydrochloride (10 mmol) in methanol was added to a methanolic solution of NEt3 (10 mmol in 10 ml). The mixture was stirred for 10 min. Then, a methanolic solution of 4-methyl-orthophenylenediamine (5 mmol in 5 ml) was slowly added to the reaction mixture. The obtained mixture was stirred for 5 h at room temperature. Then, the obtained orange solid was filtered off, washed with cold methanol, and dried in air to give the H2L Schiff base (Yield: 92%, Dec.; 232.6 C, the molecular ion peaks, m/z (M+) = 420).

According to the analysis of related databases, 65-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yavari; Beyramabadi; Morsali; Bozorgmehr; Journal of Structural Chemistry; vol. 59; 5; (2018); p. 1102 – 1113; Zh. Strukt. Khim.; vol. 59; 5; (2017); p. 1144 – 1154,11;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 152684-26-9, 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 152684-26-9 as follows.

tert-butyl (2- ( (5-methoxy-6-nitropyridin-3-yl) (methyl) amino) ethyl) (methyl) carbamate(22b) A mixture of 5-bromo-3-methoxy-2-nitropyridine (22a) (2.8 g, 12.02 mmol) , tert-butyl methyl (2- (methylamino) ethyl) carbamate (2.67 g, 13.22 mmol) , Pd (OAc)2(0.27 g, 1.20 mmol) , Xantphos (0.69 g, 1.20 mmol) and Cs2CO3(11.7 g, 35.91 mmol) in toluene (56 mL) was stirred at 100 under nitrogen for 2.5 h. The mixture was cooled to r.t., quenched with water (200 mL) and extracted with EA (3×50 mL) . The extracts were washed with brine, dried over Na2SO4, concentrated and purified by column chromatography on silica gel eluting with 50ethyl acetate in hexanes to give tert-butyl (2- ( (5-methoxy-6-nitropyridin-3-yl) (methyl) amino) ethyl) (methyl) carbamate (22b) as yellow solid (3.0 g, 73) . MS-ESI (m/z) : 341 [M + 1]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,152684-26-9, its application will become more common.

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO LTD; LI, Tongshuang; ZHAO, Xingdong; TIAN, Qiang; ZHANG, Weipeng; LIU, Hongbin; WANG, Xianlong; TAN, Haohan; TAN, Rui; LIU, Qihong; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; WO2015/188777; (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. 15862-33-6, name is 3-Bromo-2-hydroxy-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 15862-33-6

Into a 1000 ml 3-necked round bottom flask, was placed 3-bromo-5-nitropyridin-2-ol (30 g, 137.61 mmol, 1.00 equiv). To this was added POBr3 (50 g). To the mixture was added 1,4-dioxane (500 ml). The resulting solution was allowed to react, with stirring, for 2 hours while the temperature was maintained at 110 degrees C. The reaction progress was monitored by TLC (EtOAc/PE=1:10). The crude was worked up and used for next step.

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, 15862-33-6, 3-Bromo-2-hydroxy-5-nitropyridine.

Reference:
Patent; Synta Pharmaceuticals Corp.; Chen, Shoujun; Bohnert, Gary; Jiang, Jun; Xia, Zhiqiang; (151 pag.)US9604978; (2017); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 90902-84-4, Adding some certain compound to certain chemical reactions, such as: 90902-84-4, name is 2,5-Dibromopyridin-3-amine,molecular formula is C5H4Br2N2, 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 90902-84-4.

A solution of 1.78 g (25.80 mmol) of sodium nitrite in 3.5 mL of water is added dropwise at -5 C. to a solution of 6.50 g (25.80 mmol) of 2,5-dibromopyridin-3-ylamine and 15 mL of concentrated HCl (180.62 mmol) in 15 mL of water and the mixture is stirred for 30 minutes. At 0 C., 11.41 mL (77.41 mmol) of hexafluorophosphoric acid (60% in water) is added and the mixture is stirred for 1 hour at 0 C. The diazonium salt formed is filtered off, washed with cold water, isopropanol, and diethyl ether, and dried in vacuo in the desiccator. PE (boiling range 100 C.-140 C.) is heated to 90 C., the diazonium salt is added batchwise and the mixture is stirred until no further development of gas can be detected. The reaction mixture is cooled to RT, made alkaline with saturated sodium carbonate solution, and the aqueous phase is exhaustively extracted with TBME. The combined organic phases are washed with saturated sodium carbonate solution and water and dried over magnesium sulfate. After the desiccant and solvent have been eliminated, the residue is dissolved in DCM, filtered through silica gel, and the filtrate is evaporated down in vacuo. Yield: 3.30 (51% of theoretical); C5H2Br2FN (M=254.883); calc.: molpeak (M+H)+: 253/255/257 (2 Br); found: molpeak (M+H)+: 253/255/257 (2 Br); Rf value: 0.63 (silica gel, PE/EtOAc 9:1).

According to the analysis of related databases, 90902-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/245529; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52718-95-3, Adding some certain compound to certain chemical reactions, such as: 52718-95-3, name is Methyl 2-bromonicotinate,molecular formula is C7H6BrNO2, 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 52718-95-3.

Intermediate [1-B] (1.5 eq), methyl-2-bromoicotinate (1.1 eq), CuI (0.03 g), K2CO3 (2.0 eq), and L-Proline (0.04 eq) were dissolved in toluene (0.1 M) and stirred at a temperature of 130 i for 12 hours. After the reaction mixture was cooled to room temperature, and an organic layer was dried by using magnesium sulfate and concentrate, and column chromatography was used to obtain Intermediate [1-C] (yield: 59%).

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. 52718-95-3, Methyl 2-bromonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samsung Display Co., Ltd.; KANG, Sunwoo; JEON, Sangho; CHO, Youngmi; (80 pag.)US2020/168817; (2020); A1;,
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

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 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

Application of 72830-09-2, Adding some certain compound to certain chemical reactions, such as: 72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride,molecular formula is C8H11Cl2NO2, 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 72830-09-2.

Example 1 : Preparation of Pantoprazole Sodium2-Mercapto-5-difluoromethoxy benzimidazole (50 g) was added to an aqueous solution of sodium hydroxide (21.3 g in 350 mL de-ionized water) at room temperature to obtain a clear solution. An aqueous solution of 2-chloromethyl-3, 4-dimethoxypyridine hydrochloride (50 g in 150 mL water) was added to the above solution over a period of about 2.0-2.5 hours. The reaction mixture was stirred vigorously for about 2-2.5 hours. Progress of the reaction was monitored by thin-layer chromatography. The reaction mixture was extracted with dichloromethane and washed with water. Organic layer was concentrated. Methanol (50 mL) was added to the organic layer. The reaction mixture was cooled to -5 to -200C. Aqueous solution of sodium hydroxide (11.8 g in 50 mL water) was added followed by addition of sodium hypochlorite solution (431 mL) in an aqueous solution of sodium hydroxide (20 g/ 100 mL) over a period of about 30 to about 45 minutes. The progress of the reaction was monitored by thin-layer chromatography. After completion of the reaction, the reaction mixture was quenched with 5% sodium hydrogen sulphite solution (500 mL). Water (500 mL) was added. pH of the reaction mixture was adjusted to 9.0-10.5. Layers were separated and the aqueous layer was extracted with dichloromethane. The combined dichloromethane layers were concentrated completely to obtain a red-brown colored residue.The residue was dissolved in acetone (375 mL). The reaction mixture was cooled to 20-250C. Aqueous solution of sodium hydroxide (9.2 g in 25 mL water) was added followed by addition of a seed crystal of pantoprazole sodium. The reaction mixture was stirred, cooled, stirred, filtered and washed with cold acetone to obtain crude pantoprazole sodium as a wet cake.

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. 72830-09-2, 2-Chloromethyl-3,4-dimethoxypyridinium chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2009/10937; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem