Pyridine-derivatives

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. 562825-95-0, name is N-Ethyl-3-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Safety of N-Ethyl-3-nitropyridin-4-amine

A mixture consisting of ethyl (3-nitropyridin-4-yl) amine (11.76 g, 70 MMOL) in acetic acid (140 mL) with sodium acetate (28.7 g, 350 MMOL) and bromine (13.44 g, 84 MMOL) was stirred in a sealed flask at 100 C for 18 h. Most of the solvent was removed in vacuo and the residue partitioned between CH2CI2 and water and the aqueous layer basified with NAHCO3. The organic extract was washed with water then brine, dried (NA2SO4) and all volatiles removed in vacuo. The residue was chromatographed on silica gel eluted with ethyl acetate: hexane (2: 8) to afford the title compound (10.4 g, 60%). MS: (M+H) + = m/z 246.

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, 562825-95-0, N-Ethyl-3-nitropyridin-4-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/11700; (2005); 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. 936841-69-9, name is 4-(Trifluoromethyl)picolinonitrile, molecular formula is C7H3F3N2, 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. Safety of 4-(Trifluoromethyl)picolinonitrile

To 72 ml of ethanol were added 6.18 g of sodium bicarbonate and 5.1 1 g of hydroxylamine hydrochloride, and the mixture was heated to reflux for 45 minutes. After allowing to cool, 6 g of 2-cyano-4-trifluoromethylpyridine was added at 0C, and the mixture was stirred, and concentrated. To the residue was added water, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 5 g of 4-trifluoromethylpyridine-2- carboxamide=oxime. 4-Trifluoroemthylpyridine-2-carboxamide=oxime 1H-NMR (DMSO-d6): 6.00 (bs, 2H), 7.80 (d, IH), 8.06 (s, IH), 8.86 (d, IH), 10.19 (s, IH)

With the rapid development of chemical substances, we look forward to future research findings about 936841-69-9.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66786; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53174-98-4, 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. 53174-98-4, name is Thieno[2,3-b]pyridine-2-carbaldehyde. A new synthetic method of this compound is introduced below.

General procedure: A solution of the p-toluenesulfonhydrazide (5.5 mmol) and the appropriate heterocarbonyl compound (5 mmol) in MeOH (12 mL) and 10% HCl (0.05 mL) was heated at reflux for 24 h. The reaction mixture was cooled to room temperature; the final product was filtered and purified by crystallization.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53174-98-4, Thieno[2,3-b]pyridine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Garcia-Carrillo, Mario Alfredo; Guzman, Angel; Diaz, Eduardo; Tetrahedron Letters; vol. 58; 20; (2017); p. 1952 – 1956;,
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. 60186-15-4, name is 2,4-Difluoro-5-nitropyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 60186-15-4

4-(2-Fluoro-5-nitropyridin-4-yl)morpholine. In a 50 mL round-bottom flask vial was dissolved 2,4-difluoro-5-nitropyridine (175.7 mg, 1.098 mmol) in tetrahydrofuran (5 mL) to give a tan solution. After cooling to -40C, morpholine (0.080 mL, 0.918 mmol) was added, followed by Et3N (0.256 mL, 1.83 mmol). The cloudy yellow mixture was stirred at-40 C – 0C for 3 h. The mixture was concentrated togive a yellow solid. The solid was purified by flash column chromatography on silica gel, eluting with 60% ethyl acetate/hexane, to afford the desired product (209 mg, 100%) as a yellow solid: 1H NMR (400 MHz, Chloroform- d) delta 8.60 (s, 1H), 6.42 (s, 1H), 3.96 – 3.81 (m, 4H), 3.33 – 3.18 (m, 4H);19F NMR (376 MHz, Chloroform-d) delta -61.42.

The synthetic route of 60186-15-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89364-04-5, 3-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, Product Details of 89364-04-5, blongs to pyridine-derivatives compound. Product Details of 89364-04-5

To a well stirred solution of 3-bromo-4-nitro pyridine (12.Og, 54.794 mmol) in methanol (120 mL) was bubbled dry hydrochloride gas at about 0-50C for about 1-2-hours. The reaction mixture was then stirred at ambient temperature for about 6-8 hours. The solvent was evaporated under reduced pressure, the residue obtained was diluted with 20% aqueous solution of sodium hydroxide (100 mL) and extracted with dichloromethane (3 x 100 mL). The combined organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give 3-bromo-4-chloro-pyridine-N- oxide as an off-white crystalline solid. Yield: >97%, m.p.: 147-1490C.IR (KBr):- 3436, 3078, 3054, 1449, 1414, 1274, 1243, 1150, 1042, 900, 670 cm’1. 1H NMR (300 MHz, DMSOd6): d 7.71 (d, IH, J= 6.6 Hz), 8.24 (d, IH, J= 5.1 Hz), 8.75 (s, IH).

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS, S.A.; WO2008/142542; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 112110-07-3, 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 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-trifluoromethylpyridin-3-amine ( 1 eq.) in THF (80 mL) at r.t. was added IM sodium bis(trimethylsilylamide) in THF (2 eq.), stirred for 15 min, followed by di-tert-butyldicarbonate( leq.) in THF . The reaction was stirred at r.t overnight and concentrated. The concentrate was treated with 0.2M HCl aq. and EtOAc, and the organic layer was extracted, washed with NaHCO3(sat.) and brine, dried overNa2SO4, filtered and concentrated. The concentrate was purified using flash chromatography on silica gel (40% EtOAc : Hexane) to give a yellow solid as product tert-butyl 5-(trifluoromethyl)pyridin-3-ylcarbamate (31% yield). LCMS (m/z): 263.0(MH+); LC Rt = 3.84 min. 1H NMR(CDCl3) delta 8.56(m, 2H), 8.34(s, IH), 6.71 (s, IH),1.55 (s, 9H).

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 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; NOVARTIS AG; WO2009/109576; (2009); A1;,
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. 866546-09-0, name is 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 866546-09-0

Into a 1000-mL 4-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 3-bromo-5-chloro-1H-pyrrolo[2,3-b]- pyridine (87.5 g, 378.79 mmol, 1.00 equiv) in N,N-(nmemylformamide (600 mL). This was followed by the addition of sodium hydride (18.3 g, 457.50 mmol, 1.20 equiv, 60%) in several batches at 0C over 20 min. The reaction mixture was stirred for 30 min at 0C, then added 4- methylbenzene-l-sulfonyl chloride (72.5 g, 379.58 mmol, 1.05 equiv) in several batches at 0C over 30 min. The resulting solution was stirred for 1 h at 25C, then quenched by the addition of 1200 mL of ice water. The solid was collected by filtration, then washed with 3×800 ml of water and dried in an oven under reduced pressure. This resulted in 122.2 g (84%) of 3-bromo-5- chloro-l-tosyl-lH-pyrrolo[2,3-b]pyridme as a yellow solid.

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, 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CASH, Brandon; FISCHER, Christian; GARCIA, Yudith; JUNG, Joon; KATZ, Jason; KIM, June; RIVKIN, Alexey; SCHELL, Adam; SIU, Tony; WITTER, David; ZHOU, Hua; WO2011/137022; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113118-82-4, 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. 113118-82-4, name is 5-Chloronicotinaldehyde. A new synthetic method of this compound is introduced below.

Hydroxylamine hydrochloride (2.3 g) and sodium acetate (2.7 g) were initially charged in ethanol (50 ml) under nitrogen (white suspension). 5-Chloronicotinaldehyde (4.3 g) were dissolved in ethanol (120 ml) (30 C., ultrasound bath) and added dropwise thereto within 15 minutes. The reaction mixture was stirred for 2 hours and concentrated at 40 C. Dichloromethane (550 ml) and water (250 ml) were added and the resulting precipitate is filtered off and dried. Yield: 2.1 g of 5-chloronicotinaldehyde oxime

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113118-82-4, 5-Chloronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CROPSCIENCE AG; Frenzel, Thomas; Haaf, Klaus Bernhard; Lindell, Stephen David; Willms, Lothar; Dietrich, Hansjoerg; Schmutzler, Dirk; Gatzweiler, Elmar; Rosinger, Christopher Hugh; US2015/223461; (2015); A1;,
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. 75893-75-3, name is 6-Cyclopropylnicotinic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Cyclopropylnicotinic acid

5-[(2R,3R)-3-amino-2-methylpiperidin-1-yl]-3-{[4-(oxan-4-yloxy)phenyl]amino}pyrazine-2- carbonitrile (102.8 mg, 0.25 mmol) was dissolved in DMF (4 mL), 6-cyclopropylnicotinic acid (62 mg, 0.38 mmol), DIPEA (0.2 mL, 1.26 mmol) and PyBOP (196 mg, 0.38 mmol) were added. The mixture was stirred at room temperature 1 h. Water and DCM were added and the mixture was extracted with DCM. The organic phase was dried over Na2SO4, filtered and evaporated to give a crude which was purified by silica flash chromatography with 50% to 100% ethyl acetate in cyclohexane to afford N-[(2R,3R)-1-(5-cyano-6-{[4-(oxan-4-yloxy)phenyl]amino}pyrazin-2- yl)-2-methylpiperidin-3-yl]-6-cyclopropylpyridine-3-carboxamide (120.7 mg, 87% yield) as a yellow solid. MS found for C31H35N7O3 as (M+H)+ 554.0.

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, 75893-75-3, 6-Cyclopropylnicotinic acid.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
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. 184368-74-9, name is 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate. A new synthetic method of this compound is introduced below., Recommanded Product: 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate

Compound 49-a (0.15 g, 0.63 mmol) was dissolved in tetrahydrofuran (3 mL), 1N aqueous lithium hydroxide solution (3 mL) was added, and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, a 2N aqueous solution of hydrogen chloride was added to the solution so that the pH became 2 or less and the solution was extracted with methylene chloride. The organic layer was washed with distilled water and saturated brine, dried over anhydrous sodium sulfate, and concentrated to give the title compound 49-b (0.13 g, 92%) as a white solid.

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, 184368-74-9, 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate.

Reference:
Patent; Rego Kem Bio Between Eonseu Co., Ltd.; Lee Dae-yeon; Chae Sang-eun; Jeong Eun-mi; Yang Eun-hye; Choi Yun-jeong; Jeong Cheol-ung; Shin Ju-hyeon; Kim Yun-gi; Kwon Hyeon-jin; Ryu Jeong-hui; Ban Eun-hye; Kim Yong-ju; Oh Yeong-su; Chae Je-uk; (140 pag.)KR101798840; (2017); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem