Tag: M.W:200-300

Reference of 183208-34-6, 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 183208-34-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one. This compound has unique chemical properties. The synthetic route is as follows.

Synthesized according to Procedure J-1. 1H NMR 400 MHz (DMSO-d6) delta 11.02 (s, 1H); 8.07 (s, 1H); 7.88 (s, 1H); 7.71 (s, 1H); 4.40 (m, 2H); 1.34 (m, 3H).

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 183208-34-6, 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one.

Reference:
Patent; Glaxo Wellcome Inc.; US6350747; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 185041-05-8, Methyl 2-chloro-4-iodonicotinate, 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, Computed Properties of C7H5ClINO2, blongs to pyridine-derivatives compound. Computed Properties of C7H5ClINO2

Amixture of methyl 2-chloro-4-iodonicotinate (1.00 g, 3.29 mmol, 98% puritycalculated by LC-MS analysis), (4-chlorophenyl)boronic acid (0.630 g, 4.03mmol), PdCl2(dppf) (0.246 g, 0.336 mmol) and K2CO3(1.39 g, 10.1 mmol) in dioxane (50 mL) and water (10 mL) was heated to 90 Cand stirred for 15 h. The reaction mixture was concentrated in vacuo and the residue was dilutedwith EtOAc (20 mL) and water (20 mL). The organic phase was separated and theaqueous phase was extracted with EtOAc (2 x 10 mL). The combined organic phasewas washed with brine (20 mL), dried with anhydrous Na2SO4,filtered and concentrated in vacuo. Theresidue was purified by flash column chromatography on silica gel (Petroleumether/EtOAc = 30/1 to 20/1) to afford methyl 2-chloro-4-(4-chlorophenyl)nicotinate (0.850 g, 82%) as a yellow solid. 1H NMR (400 MHz, CDCl3)delta 3.79 (3H, s), 7.28 (1H, s), 7.35-7.38 (2H, m), 7.43-7.47 (2H, m), 8.50 (1H,d, J = 5.2 Hz). MS (ESI) m/z: 282.0 [M+H]+.

The synthetic route of 185041-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Miyazaki, Tohru; Kawasaki, Masanori; Suzuki, Atsushi; Ito, Yuki; Imanishi, Akio; Maru, Takamitsu; Kawamoto, Tomohiro; Koike, Tatsuki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 815 – 820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 883107-62-8, 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. 883107-62-8, name is Methyl 3-amino-2,6-dichloroisonicotinate, molecular formula is C7H6Cl2N2O2, 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 8: Preparation of 3-amino-2, 6-dichloroisonicotinic acid; 3-Amino-2, 6-dichloroisonicotinic acid methyl ester (460 mg) was dissolved in ethanol (8 mL) , water (2 mL) and potassium hydroxide (234 mg) was added. The solution was stirred for 20 minutes at room temperature and for 1.5 hours under reflux. After cooling to room temperature, 2N hydrochloric acid was added to adjust the pH-value to ~3 and the so- formed yellow precipitate was extracted 3x with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4 and concentrated in vacuum to afford 420 mg of the title compound of the formulaas a yellow solid. The compound was used in the following reaction step without further purification1H-NMR (CDCl3, TMS) delta (ppm) : 6.21 (2 H, br s), 7.69 (1 H, s) .

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 883107-62-8, Methyl 3-amino-2,6-dichloroisonicotinate.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/130021; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, 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, 727356-19-6, blongs to pyridine-derivatives compound. Safety of 2-Bromo-6-(chloromethyl)pyridine

To a solution of (4-fluorophenyl)-carbamic acid tert-butyl ester (60144-53-8, 750 mg, 3.55 mmol) in tetrahydrofuran (10 ml_) was added sodium hydride (60% dispersion in mineral oil, 150 mg, 3.9 mmol). After 30 minutes, tetra-n-butylammonium iodide (51 mg, 0.36 mmol) and 2-bromo-6-chloromethyl-pyridine (804 mg, 3.9 mmol) was added to the reaction and the mixture was heated to 70C. After 1 hour, the reaction was cooled to room temperature, quenched with saturated sodium bicarbonate (10 mL) and extracted with ethyl acetate (2 x 15 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (6-bromo-pyridin-2-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl ester (700 mg, 1.84 mmol) as an oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,727356-19-6, its application will become more common.

Reference:
Patent; WYETH; WO2008/73461; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 84487-15-0, 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. 84487-15-0, name is 2-Bromo-5-nitropyridin-4-amine. A new synthetic method of this compound is introduced below.

4-Amino-5-nitropicolinonitrile (Compound 64) A solution of 2-bromo-5-nitropyridin-4-amine (135 mg, 0.619 mmol) and copper cyanide (67 mg, 0.743 mmol) in DMA was heated to 200 C. for 1 h using a microwave reactor. The reaction mixture was partitioned between water and EtOAc and tilted over celite. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with water, brine, dried over Na2SO4 and concentrated under reduced pressure. The crude was purified by combiflash SiO2 chromatography using (0-50% EtOAc-hexanes) to give 4-amino-5-nitropicolinonitrile (70 mg, 69%) as a pale brown solid. 1H-NMR (400 MHz, CD3OD) delta ppm 9.07 (s, 1H), 7.37 (s, 1H); ESI-MS: m/z 164.77 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84487-15-0, 2-Bromo-5-nitropyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Stingray Therapeutics, Inc.; The University of Utah; Vankayalapati, Hariprasad; Liu, Xiaohui; Ramamoorthy, Gurusankar; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (59 pag.)US2019/31655; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6945-67-1, 2-Bromo-4-nitropyridine, 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, Recommanded Product: 6945-67-1, blongs to pyridine-derivatives compound. Recommanded Product: 6945-67-1

The crude title compound from Step A above was dissolved in a mixture of degassed 1 ,4- dioxane (8.6 mL) and water (2 mL) in a microwave vial. Then [1 , 1 – bis(diphenylphosphino)ferrocene]dichloro-palladium(ll), complex with dichloromethane (0.034 g, 0.04 mmol), 2-bromo-4-nitropyridine (0.1 g, 0.49 mmol) and cesium carbonate (0.266 g, 0.82 mmol) were added and the reaction mixture was heated at ~1 15C in a sand- bath for 6 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (30 mL), the organic phase separated, dried over Na2S04, filtered and the solvents evaporated in vacuo. The dark residue was purified by chromatography on silica (25 g puriFlash, Interchim) using a Biotage Isolera system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 00/0) to afford a mixture of the title compound and byproducts (0.076 g).

The synthetic route of 6945-67-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AC IMMUNE S.A.; PIRAMAL IMAGING SA; KROTH, Heiko; MOLETTE, Jerome; SCHIEFERSTEIN, Hanno; MUeLLER, Andre; SCHMITT-WILLICH, Heribert; BERNDT, Mathias; ODEN, Felix; (72 pag.)WO2018/15546; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 195044-14-5, Adding some certain compound to certain chemical reactions, such as: 195044-14-5, name is 2-Bromo-6-tert-butylpyridine,molecular formula is C9H12BrN, 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 195044-14-5.

Step-5: Synthesis of 1-(6-tert-butylpyridin-2-yl)-6-(methylthio)-2-(1,1,1-trifluoropropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one To a stirred solution of 6-(methylthio)-2-(1,1,1-trifluoropropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (100 mg, 0.359 mmol, 1.0 eq) and 2-bromo-6-tert-butylpyridine (92.33 mg, 0.431 mmol, 1.2 eq) in 1,4 dioxane (5 mL) was added potassium carbonate (99.2 mg, 0.718 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 30 min followed by addition of copper iodide (13.67 mg, 0.0718 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (12.65 mg, 0.143 mmol, 0.4 eq) and again purged with nitrogen for 10 min. The resultant mixture was heated at 100 C. for 16 h. The reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). Combined organic layer was washed with water (50 mL) brine solution (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product which was purified by flash chromatography (Teledyne Isco Rf+); to afford 1-(6-tert-butylpyridin-2-yl)-6-(methylthio)-2-(1,1,1-trifluoropropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3 (2H)-one (100 mg, 68.02%) as off white solid.

According to the analysis of related databases, 195044-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 727356-19-6, 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.727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

Example 27(6-Bromo-pyridin-2-yl)-inethanol (1.Og) is dissolved in methylene chloride (10ml) and thereto is added thionyl chloride (427mul) under ice- cooling, and the mixture is stirred at the same temperature for 15 minutes. To the reaction solution is added a saturated aqueous sodium bicarbonate solution, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue and (3,5-bis- trifluoromethyl-benzyl)-5-bromopyrimidin-2-yl)-amine (2.12g) is dissolved in N,N-dimethylformamide (20ml), and thereto is added sodium hydride (62%) (226mg) under ice-cooling, and mixture is stirred at room temperature overnight. To the reaction solution are added diethyl ether and water, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = l:0?19: l) to give (3,5- bis-trifluoroinethyl-benzyl)-(5-brorno-pyrirnidin-2-yl)-(6-brorno-pyridin-2- ylmethyl)-amine (2.7g). MS (m/z): 569/571 [M+H]+

Statistics shows that 727356-19-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(chloromethyl)pyridine.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88999; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 77837-09-3, 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 77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Example 1-3 Synthesis of 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylic acid [0042] After 750 mg (3.27 mmol) of methyl 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylate was dissolved in 9 mL of methanol and 3 mL of water, 235 mg (9.81 mmol) of lithium hydroxide was added to the solution. Afterward, the resulting reaction solution was stirred at about 50 C. for about 5 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo, followed by addition of aqueous HCl to titrate a pH of the reaction product to pH 2. After filtration of the resulting solid compound (Actual yield: 470 mg, Percent yield: 67%), the resulting compound was used without purification. [0043] 1H-NMR (DMSO-d6,200 MHz) delta8.18 (s, 1H), 7.88 (d, 1H), 7.49 (m, 5H), 6.54 (d, 2H)

According to the analysis of related databases, 77837-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SK BIOPHARMACEUTICALS CO., LTD.; Maeng, Cheol Young; Jang, Young Koo; Cha, Su Bong; Shin, Hye Won; Joung, Chan Mi; Cha, Hwa Ryun; Yi, Eun Jung; US2013/317059; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 851607-27-7, Adding some certain compound to certain chemical reactions, such as: 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine,molecular formula is C6H5BrClNO, 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 851607-27-7.

(b); 18.3 ml of n-butyllithium (1.57 mol/l hexane solution, 27 mmol) was dropwise added at 0C to a solution having 3.84 g (27 mmol) of 2,2,6,6-tetramethylpiperidine dissolved in 36 ml of tetrahydrofuran under an argon stream, followed by stirring at 0C for 30 minutes. The obtained solution was cooled to -78C, and a solution having 6.10 g (27 mmol) of 5-bromo-4-chloro-2-methoxypyridine dissolved in 24 ml of tetrahydrofuran was added, followed by stirring at the same temperature for 2 hours to prepare 5-bromo-4-chloro-2-methoxy-3-pyridyllithium. Then, a solution having 5.50 g (26 mmol) of 2,3,4-trimethoxy-6-methylbenzaldehyde dissolved in 24 ml of tetrahydrofuran was added, followed by stirring at the same temperature for 1 hour. To the reaction mixture, 37 ml of a saturated ammonium chloride aqueous solution and then 150 ml of water were added, and the temperature was increased to room temperature, followed by extraction with ethyl acetate (150 ml each) three times. The organic layer was washed with 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 6.53 g (yield: 56%) of (2,3,4-trimethoxy-6-methylphenyl)(5-bromo-4-chloro-2-methoxy-3-pyridyl)methanol. 1H-NMR(CDCl3, 400MHz): delta (ppm) = 2.33 (s,3H), 3.54(s,3H), 3.79(s,3H), 3.84(s,3H), 3.98(s,3H), 5.32(d,1H J=9.6Hz), 6.23(d,1H J=9.6Hz), 6.49(s,1H), 8.21(s,1H) 4.55 g of manganese dioxide (88%, 46 mmol) was added to a solution having 2.21 g (5.1 mmol) of (2,3,4-trimethoxy-6-methylphenyl)(5-bromo-4-chloro-2-methoxy-3-pyridyl)methanol dissolved in 70 ml of toluene, followed by reflux with heating for 1 hour. 4.55 g of manganese dioxide (88%, 46 mmol) was further added, followed by reflux with heating for 1 hours. The reaction mixture was cooled to room temperature, manganese dioxide was removed by filtration on the pad of celite, and toluene was distilled off under reduced pressure. The obtained crude product was purified by silica gel chromatography to obtain 1.90 g (yield: 87%) of 3-(2,3,4-trimethoxy-6-methylbenzoyl)-5-bromo-4-chloro-2-methoxypyridine (melting point 84 to 87C). 1H-NMR(CDCl3, 400MHz): delta (ppm)=2.48(s,3H), 3.45(s,3H), 3.75(s,3H), 3.87(s,3H), 3.91(s,3H), 6.57(s,1H), 8.27(s,1H)

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. 851607-27-7, 5-Bromo-4-chloro-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

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