Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 79456-30-7, 3-Bromo-5-(trifluoromethyl)pyridin-2-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, Quality Control of 3-Bromo-5-(trifluoromethyl)pyridin-2-amine, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-5-(trifluoromethyl)pyridin-2-amine

To a solution of 2-amino-3-bromo-5-trifluoromethylpyridine from Example 1 (15 g) in dioxane/water/12N HCl (75 mL:75 mL:15.5 mL) at 0C was added a solution of sodium nitrite (10.54 g). The mixture was stirred for 3 h at r.t.. The mixture was poured into an ice bath and then neutralized with 10 N NaOH. The resulting solid was filtered and azeotroped with toluene. The resulting solid and POCl3 (14.5 mL) was heated at 80C for 3 h. The mixture was cooled to r.t., poured into an ice bath and then neutralized, first by the addition of 3 N NaOH followed by the addition of saturated sodium carbonate. The resulting mixture was extracted with CH2Cl2 and the combined organics were washed with brine, dried and concentrated. The title compound was obtained as a volatile liquid that was used without further purification in the next reaction.

The synthetic route of 79456-30-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA & CO.; EP1012142; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1232431-11-6, 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 1232431-11-6, name is 5-Bromo-4-methoxypyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

2-Amino-4-methoxy-5-bromopyridine (500 mg, 2.5 mmol) and 2- bromo- 4′- nitroacetophenone (1.21 g, 5.0 mmol) were dissolved in acetonitrile (40 mL) The solution was stirred at 85 degrees for 5h, After cooling to room temperature,A large number of yellow solid precipitation, filter, The filter cake was beaten with methanol (10 mL) Filter again The filter cake is vacuum dried, A yellow solid (360 mg, 42%) was obtained.

According to the analysis of related databases, 1232431-11-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; Zhen, Changchun; Liu, Bing; Zhang, Weihong; Zhang, Yingjun; Long, Bohua; (59 pag.)CN104513257; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 942947-94-6, 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 942947-94-6, name is 5-Bromo-4-chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromo-4-chloropyridin-2-amine (2.0g, 9.64mmol, l .Oeq), Di-tert-butyl dicarbonate (5.25g, 24.1mmol, 2.5eq) and triethyl amine (2.423g, 24.1mmol, 2.5eq) in tetrahydrofuran (lOmL) was added. Then 4-Dimethylaminopyridine (0.117g, 0.964mmol, 0.1 eq) was added and the reaction mixture was stirred at room temperature for 18h. After completion of reaction, reaction mixture was concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography and compound was eluted in 10% ethyl acetate in hexane as eluent to obtain 186.3. (2.10g, 53.43%). MS(ES): m/z 408.69 [M+H]+

According to the analysis of related databases, 942947-94-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); 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. 5350-93-6, name is 6-Chloropyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 6-Chloropyridin-3-amine

6-chloropyridin-3-amine (40.0 g, 311 mmol) was dissolved in DMF (Volume: 534 mL) and treated with 1-iodopyrrolidine-2,5-dione (70.0 g, 311 mmol) in one portion. The reaction solution was stirred at room temperature under nitrogen overnight and quenched with water and extracted with EtOAc and Et2O. Organic layer was washed twice with brine and dried over sodium sulfate. DMF was removed on kugelrohr at 100 °C to afford ?90 g red solids. The crude was purified via column chromatography to give 6-chloro-2-iodopyridin-3-amine (57 g, 72percent yield).

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, 5350-93-6, 6-Chloropyridin-3-amine.

Reference:
Patent; Universal Display Corporation; Xia, Chuanjun; Joseph, Scott; EP2826781; (2015); 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. 131747-43-8, name is 2-Trifluoromethylnicotinic acid, molecular formula is C7H4F3NO2, 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. SDS of cas: 131747-43-8

2- [2-Chloro-4- [4- [3-chloro-5- (trifluoromethyl) pyridin-2-yloxy] phenylethynyl] phenyl-2,2-difluoro-1-methylethylamine 104 mg N, N -In a 2 ml solution of dimethylformamide, 65 mg of triethylamine, 5 mg of 4- (N, N-dimethylamino) pyridine and O- (benzotriazol-1-yl) -N, N, N ‘, N’-tetramethyluronium tetrafluoroborate 82 mg of lato, 3 mg of 4- (N, N-dimethylamino) pyridine and 49 mg of 2- (trifluoromethyl) nicotinic acid were added and stirred at room temperature for 12 hours. After completion of the reaction, 3 ml of water was added and extracted with ethyl acetate (5 ml × 1). The organic layer was dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography eluting with ethyl acetate-hexane (gradient from 0:10 to 2: 8) to obtain 77 mg of the objective product as a colorless dendritic substance.

With the rapid development of chemical substances, we look forward to future research findings about 131747-43-8.

Reference:
Patent; Nissan Chemical Co., Ltd.; Iwasa, Motoyoshi; Yoshinaga, Yutaka; Mitsumori, Norihiko; Asahi, Miho; Uemura, Yuki; (97 pag.)JP2019/151593; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 717843-46-4, 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. 717843-46-4, name is 3-Bromo-5-methoxypicolinonitrile, molecular formula is C7H5BrN2O, 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.

Example 174 (7bR,11aS)-N-(2-Cyano-5-methoxy-3-pyridinyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-6-amine Following the same procedure described in Example 172, the title compound was prepared using tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate from Example 56, Part B (130 mg, 0.377 mmol), 3-bromo-2-cyano-5-methoxypyridine (67 mg, 0.34 mmol), CsCO3 (256 mg, 0.787 mmol) in anhydrous toluene (10 mL), tris(dibenzylideneacetone)dipalladium(0) (3.4 mg, 3.7 mumol), and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (7.0 mg, 11 mumol) to provide the corresponding tert-butyl (7bR,11aS)-6-(2-cyano-5-methoxy-3-pyridinyl)-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate (146 mg) in 90% yield.

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 717843-46-4, 3-Bromo-5-methoxypicolinonitrile.

Reference:
Patent; Robichaud, Albert J.; Fevig, John M.; Mitchell, Ian S.; Lee, Taekyu; Chen, Wenting; Cacciola, Joseph; US2004/186094; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14529-54-5, Adding some certain compound to certain chemical reactions, such as: 14529-54-5, name is 3,5-Dibromo-1-methylpyridin-2(1H)-one,molecular formula is C6H5Br2NO, 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 14529-54-5.

Example 301b 5-Bromo-1-methyl-3-(6-(trifluoromethyl)pyridazin-3-ylamino)pyridin-2(1H)-one 301b A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 301a (750 mg, 4.6 mmol), XantPhos (532 mg, 0.92 mmol), Pd2dba3 (421 mg, 0.46 mmol), 2-bromo-4-chloronicotinaldehyde (H-001) (1.84 g, 6.9 mmol), Cs2CO3 (3.0 g, 9.2 mmol), and 1,4-dioxane (50 mL). The system was subjected to three cycles of vacuum/argon flush and heated at 90 C for overnight. After the completion of the reaction, the mixture was filtered and the solid was washed with methanol (30 mL). The combined filtrate was evaporated under reduced pressure and the residue was purified by silica-gel column chromatography eluting with 20:1 dichloromethane/methanol to afford 301b (1.38 g, 89%) as a yellow solid. MS-ESI: [M+H]+ 350.8

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. 14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 626-55-1, 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. 626-55-1, name is 3-Bromopyridine, molecular formula is C5H4BrN, 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 mixture of 3.54 g of diisopropylamine and 50 ml of tetrahydrofuran was stirred while cooling in a dry ice-acetone bath. To the reaction mixture, 20 ml of 1.6 M hexane solution of n-butyllithium was added so that the temperature of the reaction mixture did not exceed -40C. The reaction mixture was stirred for 30 minutes. Then, a mixture of 4.74 g of 3-bromopyridine and 5 ml of tetrahydrofuran was added so that the temperature of the reaction mixture did not exceed -60C. The reaction mixture was stirred for further 30 minutes. Crushed dry ice was added to the reaction mixture and then cooling was stopped. The reaction mixture was stirred until the temperature retuned to room temperature. Water was added thereto, most of hexane and tetrahydrofuran was removed under reduced pressure. The residue was washed with tert-butyl methyl ether, and the aqueous layers were collected. To the collected aqueous layers, concentrated hydrochloric acid was added while ice- cooling so that pH of the mixture was made to be 3 and stirred for one hour, followed by extraction with ethyl acetate three times. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 0.69 g of 3-bromo isonicotinic acid.-NMR (DMSO-d6) delta: 8.74 (s, 1H), 8.67 (d, J=4.9 Hz, 1H), 7.69 (d, J=4.9 Hz, 1H)

According to the analysis of related databases, 626-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49221; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62150-45-2, 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. 62150-45-2, name is 4-Bromopyridine-2-carbonitrile. A new synthetic method of this compound is introduced below.

PREPARATION 11 N-t-Butoxycarbonyl-3-(2-cyano-4-pyridyl)-(S)-alanine benzyl ester 1,2-Dibromoethane (13 mul, 0.14 mmol) was added, under dry nitrogen, to a stirred suspension of zinc dust (240 mg, 3.6 mmol) in anhydrous tetrahydrofuran (1 ml), then the resulting mixture gently heated until the first sign of boiling was evident and allowed to cool to room temperature; this process was repeated twice, after which trimethylsilyl chloride (15 mul, 0.11 mmol) was added and stirring continued for 15 minutes at room temperature. A solution of benzyl 2(R)-t-butoxycarbonylamino-3-iodopropionate (0.5 g, 1.2 mmol), obtained by the method described in J. Org. Chem., 1992, 57, 3397, in anhydrous tetrahydrofuran (2 ml) was next added over 1 minute. After a further 1.5 hours at room temperature, the reaction mixture was treated with bis(triphenylphosphine)palladium(II) chloride (75 mg, 0.1 mmol), followed by 4-bromo-2-cyanopyridine (Preparation 10; 270 mg, 1.4 mmol), and stirred for 18 hours more at room temperature, before being treated with ethyl acetate (10 ml) and saturated aqueous ammonium chloride solution (5 ml) and then filtered. The organic phase was separated, washed successively with 1M aqueous citric acid solution, saturated aqueous sodium bicarbonate solution and saturated brine, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by chromatography on silica gel, using an elution gradient of ethyl acetate:toluene (0:100 to 25:75), to afford the title compound (250 mg) as an oil which subsequently presented as a white foam, m.p. 74°-76° C. Rf 0.59 (SS 12). [alpha]D25 -24° (c=0.1, CH3 OH). Found: C,66.14; H,5.91; N,10.75. C21 H23 N3 O4 requires C,66.12; H 6.08; N,11.02percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62150-45-2, its application will become more common.

Reference:
Patent; Pfizer Inc.; US5750520; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100-26-5, 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 100-26-5, name is 2,5-Pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

1) Pyridine-2,5-dicarboxylic acid dibenzyl ester Thionyl chloride (250 mL) and N, N-dimethylformamide (10 mL) were added to a solution of 2, 5-pyridinedicarboxylic acid (60 g) in dichloromethane (360 mL), and the resultant mixture was heated to reflux for 5 hours. After air cooling, the solvent of the reaction solution was evaporated under reduced pressure, and toluene was added to the residue thus obtained. The resultant mixture was further azeotropically evaporated under reduced pressure, and a residue thus obtained was dissolved in dichloromethane (500 mL). A solution of benzyl alcohol (81.7 mL) in dichloromethane (200 mL) was added dropwise to the solution at 0C, and the mixture was stirred at room temperature for 4 hours. Water was added to the reaction solution, and the mixture was partitioned. The organic layer was washed with a saturated aqueous solution of sodiumhydrogen carbonate, and then was dried over anhydrous sodium sulfate. After separating the organic layer by filtration, the solvent was evaporated under reduced pressure, to obtain pyridine-2,5-dicarboxylic acid dibenzyl ester (65 g, 52%) as a solid. 1H-NMR (400MHz, CDCl3) delta: 5.42 (2H, s), 5.47 (2H, s), 7.38-7.46 (10H, m), 8.19 (1H, d, J=8.3Hz), 8.44 (1H, dd, J=8.2, 2.1Hz), 9.35-9.36 (1H, m).

According to the analysis of related databases, 100-26-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1803719; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem