Day: March 7, 2022

Application of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate, molecular formula is C9H10ClNO2, 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.

To a solution of ethyl (6-chloropyridin-3-yl)acetate (2.4 g) in N,N-dimethylformamide (18 mL) was added sodium hydride (60% in mineral oil, 1.2 g) under ice-cooling, and the mixture was stirred for 40 min. To the reaction mixture was added 1,4-diiodobutane (4.3 mL), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.75 g). (1576) MS(ESI+): [M+H]+ 253.8

According to the analysis of related databases, 197376-47-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 94170-15-7 ,Some common heterocyclic compound, 94170-15-7, molecular formula is C7H7NO2, 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.

7-(1,1-Dioxythiomorpholinyl)-2-((3S,4S)-4-isobutylpyrrol-3-yl)pyrrolo[2,1-f][1,2,4-triazine-4(3H)-one (309.1 mg) was dissolved in DCM (6 mL).4-Aldehyde-1-methylpyridine-2(1H)-one (128.9 mg, 0.94 mmol) and sodium triacetoxyborohydride (416.5 mg, 1.965 mmol),Stir at room temperature overnight,TLC monitors the reaction completely,Add saturated aqueous sodium bicarbonate (5 mL),Extracted with DCM (3 x 10 mL),Organic phase merger,Washed (2 × 5mL),Dry over anhydrous sodium sulfate,filter,concentrate,The crude product was purified by silica gel column chromatography (DCM: MeOH=100:1-20:1)Yellow solid 7-(1,1-dioxythiomorpholinyl)-2-((3S,4S)-4-isobutyl-1-((1-methyl-2-oxo-1,2-di) Hydropyridin-4-yl)methyl)pyrrolidin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (80.0 mg, yield:19.8%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94170-15-7, its application will become more common.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Wang Lin; Yang Xiaoju; Tian Yuwei; (46 pag.)CN108341819; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 178876-83-0, Adding some certain compound to certain chemical reactions, such as: 178876-83-0, name is Methyl 6-amino-3-bromopicolinate,molecular formula is C7H7BrN2O2, 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 178876-83-0.

Reference Example 18; methyl 3-bromo-6-(dibenzylamino)pyridine-2-carboxylate [Show Image]; To a suspension of 60% sodium hydride (880 mg, 22.0 mmol) and benzyl bromide (6.24 mL, 52.5 mmol) in N,N-dimethylformamide (80 mL) was added a solution of methyl 6-amino-3-bromopyridine-2-carboxylate (2.42 g, 10.5 mmol) in N,N-dimethylformamide (25 mL) under ice-cooling and the mixture was stirred for 30 min. The reaction solution was diluted with diethyl ether, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=0/100?20/80) to give the title compound (3.16 g, yield 73%). 1H-NMR (CDCl3) delta: 3.96 (3H, s), 4.77 (4H, s), 6.39 (1H, d, J = 9.1 Hz), 7.18 – 7.37 (10H, m), 7.51 (1H, d, J = 9.1 Hz), MS (ESI+): 411 (M+H).

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. 178876-83-0, Methyl 6-amino-3-bromopicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2098513; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 56946-65-7, 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. 56946-65-7, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine, molecular formula is C8H7Cl2N, 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.

[Step 1] Production of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide To a solution of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine (1 g) in CH2Cl2 (20 mL) was added m-CPBA (with abs. 25% water, 1.69 g), and the mixture was stirred at room temperature for 24 hours. The resulting residue was added with ethyl acetate, aqueous sodium hydrogen carbonate solution, and aqueous sodium thiosulfate solution, and subjected to extraction. The organic layer was dried over anhydrous sodium sulfate, filtered off, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound (852 mg) as a white powder.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 56946-65-7, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; TSUJI, Takashi; SHIRAI, Masaaki; EP2891656; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6945-67-1, 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.6945-67-1, name is 2-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

2-bromo-4-nitropyridine(1.00g, 4.93mmol),4,4-difluoropiperidine hydrochloride(1.16g, 7.39mmol) and cesium carbonate (4.82g, 14.78mmol) were dissolved in 20mL 1,4-Dioxane solution, heated to 100 reaction overnight, LC-MS detection.The reaction is completed, cooled to room temperature, filtered,The filtrate was concentrated and purified by column chromatography to obtain the title compound.

Statistics shows that 6945-67-1 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-4-nitropyridine.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Zhao Liwen; Wang Yazhou; Quan Xu; Liu Haixuan; Wang Xiaowei; Zhang Yan; Li Xue; Cao Chen; Guo Zhuang; Lv Kunzhi; Wang Hai; Zheng Guochuang; (126 pag.)CN111196804; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 22918-01-0, 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 22918-01-0 as follows.

To a solution of 2-bromo-4-chloropyridine (1.0 g, 5.2 mmol) in DMSO (10 mL) was added sodium methanolate (0.35 g, 6.48 mmol). After the addition, the mixture was stirred at 120 C for 24 h. The reaction was cooled to rt and extracted with EtOAc. The combined organic layers were dried (Na2S04) and concentrated under reduced pressure. The residue was purified via prep-HPLC to afford 2-bromo-4-methoxypyridine (0.25 g, 25 %) as colorless oil. MS ESI calc’d. For C6H6BrNO [M + H]+ 189 found 189.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22918-01-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A.; WO2014/74422; (2014); A1;,
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. 1227594-89-9, name is 3-Fluoro-4-(trifluoromethyl)pyridin-2(1H)-one, molecular formula is C6H3F4NO, 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. Application In Synthesis of 3-Fluoro-4-(trifluoromethyl)pyridin-2(1H)-one

A mixture of 2 (100 mg, 93.1% purity, 0.49 mmol), pyridone (1 17 mg, 97.6% purity, 0.49 mmol) and K2CO3 (82 mg, 0.59 mmol) in DMF (0.5 ml) was aged with stirring at ambient temperature for 3h. After the reaction was completed, the batch was taken on to the next step without further work up or isolation.

With the rapid development of chemical substances, we look forward to future research findings about 1227594-89-9.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ITOH, Tetsuji; JEON, Ingyu; MANGION, Ian; QIAN, Gang; SHERRY, Benjamin, D.; GAUTHIER, Donald, R.; CAO, Yang; WO2014/89140; (2014); 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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid, the common compound, a new synthetic route is introduced below. name: Pyrazolo[1,5-a]pyridine-2-carboxylic acid

Reference Example 43-1 (R)-2-methyl-N-((R)-1-(pyrazolo[1,5-a]pyridin-2-yl)ethyl)propane-2-sulfinamide Pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid dimethyl ester (3.35 g, 14 mmol) was dissolved in 50% sulfuric acid (110 mL), and the solution was stirred for 2.5 hours at 80C. The reaction liquid was cooled to 0C, and a 8 M aqueous solution of sodium hydroxide was added thereto to adjust the pH to 9. Subsequently, the pH was adjusted to 3 with 6 M hydrochloric acid. A suspension liquid thus produced was separated by filtration, and crystals were washed with water and then dried under reduced pressure. Thus, pyrazolo[1,5-a]pyridine-2-carboxylic acid (pale brown crystals, 1.88 g, 81%) was obtained. In a nitrogen atmosphere, pyrazolo[1,5-a]pyridine-2-carboxylic acid (941 mg, 5.8 mmol) thus obtained was dissolved in THF (30 mL), and the solution was stirred for a while at room temperature. Subsequently, a THF solution of a borane-THF complex (20 mL, 18 mmol, 0.9 M) was added to the solution, and the mixture was stirred for 3.5 hours at 70C. The reaction liquid was cooled to 0C, water was added thereto, and the mixture was stirred for a while. Subsequently, 6 N hydrochloric acid was added thereto, and the mixture was heated to reflux for one hour. The solvent was distilled off under reduced pressure, subsequently methanol was added thereto, and the solvent was distilled off again. A residue thus obtained was diluted with ethyl acetate, and the organic layer was washed with a 1 N aqueous solution of sodium hydroxide, water, and saturated brine. The organic layer was dried over anhydrous sodium sulfate, insoluble matters were filtered, and then the solvent was distilled off under reduced pressure. Thus, pyrazolo[1,5-a]pyridin-2-ylmethanol was obtained. According to a technique similar to that of Reference Example 13-3, pyrazolo[1,5-a]pyridine-2-carboaldehyde was obtained using pyrazolo[1,5-a]pyridin-2-ylmethanol thus obtained. According to a technique similar to that of Reference Example 1-2, (R)-2-methyl-N-(pyrazolo[1,5-a]pyridin-2-ylmethylene)propane-2-sulfinamide was obtained using pyrazolo[1,5-a]pyridine-2-carboaldehyde thus obtained and (R)-2-methylpropane-2-sulfinamide. According to a technique similar to that of Reference Example 1-3, the title compound (pale yellow oily material, 498 mg, 65%) was obtained using (R)-2-methyl-N-(pyrazolo[1,5-a]pyridin-2-ylmethylene)propane-2-sulfinamide thus obtained.

The synthetic route of 63237-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; Kinki University; TANAKA Hiroto; OOI Isao; MOGI Yuzo; HIROSE Masaaki; ENDO Tsuyoshi; OGAWA Toru; KAWABATA Atsufumi; (171 pag.)EP3404021; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 853909-08-7, 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. 853909-08-7, name is 5-Ethynyl-2-fluoropyridine, molecular formula is C7H4FN, 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.

Under an argon atmosphere, Au(PPh3)Cl (488 mg, 0.99 mmol), 6-fluoro-3-pyridylethyne (179 mg, 1.48 mmol) and ethanol (20 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (408 mul, 1.04 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 ml .x. three times), water (12 ml .x. three times) and ethanol (6 ml .x. three times), followed by drying under vacuum to give 0.42 g of the desired compound as a yellow powder (yield: 73percent). 1H-NMR (400 MHz, CDCl3) delta: 8.35 (s, 1H), 7.81-7.87 (m, 1H), 6.80-6.84 (m, 1H) (FAB-MS) (M/Z): 580 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) lambda (nm): 413, 433, 442, 452 Elemental analysis: Found C: 51.76, H: 3.05, N: 2.51 Theoretical C: 51.83, H: 3.13, N: 2.42

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 853909-08-7, 5-Ethynyl-2-fluoropyridine.

Reference:
Patent; Ube Industries, Ltd.; EP1847545; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 28733-43-9, 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 28733-43-9, name is 5-Bromonicotinamide. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyltriphenylphosphonium bromide (2 97 g, 8 33 mmol) in THF {45 mL) at -78 C was added n-butylltthium (2.5 M in hexanes, 2 7 mL, 6 75 mmol) The resulting yellow reaction mixture was stirred for 30 min at -78 C. In a separate flask THF (9 mL) was added to 5-bromonicotiotanaldehyde (CASNo. 113118-81-3 , 837 mg, 4 5 mmol). The resulting 5-bromoniotacotiotanaldehyde solution was the transferred, via cannula, to the phosphonium ylide mixture followed by a 2 mL THF wash The reaction was allowed to warm to room temperature over 120 minutes and then permitted to stir for an additional 30 minutes The reaction was then quenched with saturated aqueous sodium bicarbonate and diluted with ethyl acetate The layers were separated and the organic layer was washed with saturated aqueous sodium bicarbonate The organic layer was concentrated to near dryness and the resulting residue was then diluted with ethyl acetate and 1 M sodium bisulfate and the layers were separated The organic layer was extracted two additional times with 1M sodium bisulfate. The aqueous layers were combined, diluted with dichloromethane, and neutralized via the careful addition of saturated aqueous sodium bicarbonate and solid sodium carbonate The layers were separated and the now basic aqueous layer was extracted three additional times with dichloromethane The dichloromethane layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated, The resulting residue was purified by silica gel flash chromatography (ethyl acetate-dichloromethane, 0 to 16%) to furnish 3-bromo-4- vinyl-pyndine, MS. (ES+) m/z 183.9 (M+H)’

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 28733-43-9, 5-Bromonicotinamide.

Reference:
Patent; NOVARTIS AG; ADAMS, Christopher Michael; CHAMOIN, Sylvie; HU, Qi-Ying; ZHANG, Chun; WO2010/130794; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem