Month: April 2022

Electric Literature of 165547-79-5, 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. 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone. A new synthetic method of this compound is introduced below.

A suspension of 4-chloro-3-nitro-2-pyridone (1.00 g, 5.7 mmol), potassium carbonate (1.58 g, 11.5 mmol) and methyl iodide (4.07 g, 28.7 mmol) in N,N-dimethylacetamide (5 ml) were heated at 45 C. for 18 h.The mixture was allowed to cool to ambient temperature, poured into water (100 ml), layered with ethyl acetate (50 ml) and PH adjusted to 5 by the addition of 5N hydrochloric acid.The aqueous phase was extracted into ethyl acetate (2*100 ml), the combined organics were washed with water (2*100 ml) and brine (50 ml), dried over anhydrous sodium sulfate, filtered and evaporated to give a pale yellow solid.The solid was triturated with diethyl ether (20 ml), filtered and washed with diethyl ether (5 ml) and isohexane (10 ml) and left to air dry, to give 4-chloro-1-methyl-3-nitro-1H-pyridin-2-one (0.71 g, 66%) as a pale yellow solid: deltaH (360 MHz, DMSO) 3.36 (1H, dd, J 5 and 3), 3.54 (6H, s), 6.69 (2H, d, J 7), 8.09 (2H, d, J 7).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,165547-79-5, 4-Chloro-3-nitro-2(1H)-pyridinone, and friends who are interested can also refer to it.

Reference:
Patent; Goodacre, Simon Charles; US2004/132767; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 113209-90-8, 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. 113209-90-8, name is (4-Chloro-5-fluoropyridin-2-yl)methanol, molecular formula is C6H5ClFNO, 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.

(i) Substituting 2-hydroxymethyl-4-chloro-5-fluoropyridine (2.5 g) for 2-hydroxymethyl-3-fluoro-4-chloropyridine and using corresponding molar proportions of the other reagents in the method of Example 31(i) gave 2-hydroxymethyl-4-dimethylamino-5-fluoropyridine (2.18 g) m.p. 80-82.

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 113209-90-8, (4-Chloro-5-fluoropyridin-2-yl)methanol.

Reference:
Patent; SmithKline & French Laboratories Limited; US5250527; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 33252-28-7, 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.33252-28-7, name is 6-Chloronicotinonitrile, molecular formula is C6H3ClN2, molecular weight is 138.55, as common compound, the synthetic route is as follows.

To a 0.5 M solution of 2-chloro-5-cyanopyridine (1.5 mmol, 200 mg) in ethanol, hydrazine hydrate (7.2 mmol, 350 mI_) was added dropwise. The resulting solution was heated at reflux overnight then allowed to cool to room temperature. The resulting precipitate was collected, washed with ethanol and air dried (91.4 mg, 45%). dH (400MHz, DMSO) 8.56 (d, J= 4Hz, 2H, ArH), 8.33 (s, 1 H, ArH), 7.72 (d, J=8 Hz, 2H, ArH) 6.74 (s, 1 H, NH), 4.41 (s, 1 H, NH).

Statistics shows that 33252-28-7 is playing an increasingly important role. we look forward to future research findings about 6-Chloronicotinonitrile.

Reference:
Patent; LA TROBE UNIVERSITY; PERUGINI, Matthew, Anthony; ABBOTT, Belinda, Maree; SOARES DA COSTA, Tatiana, Pereira; (89 pag.)WO2019/241850; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 103058-87-3

Example 22i 5-Bromo-3-(difluoromethyl)-2-methoxypyridine To 5-bromo-2-methoxynicotinaldehyde (5 g, 23 mmol) in dry CH2Cl2 (100 mL) at 0 C. under argon was diethylaminosulphur trifluoride (3.69 mL, 30.1 mmol) added over 1 min. The reaction mixture was stirred for three days while the reaction warmed to r.t. The reaction was quenched by the addition of sat. aqueous sodium bicarbonate solution. The reaction mixture was combined with another reaction based on 5-bromo-2-methoxynicotinaldehyde (100 mg, 0.46 mmol) prior to workup. The phases were separated and the water phase was further extracted with CH2Cl2 (x 3). The organic layers were pooled, dried (Na2SO4), filtered and concentrated to give the title compound (5.71 g, quant. yield): 1H NMR (400 MHz, DMSO-d6) delta ppm 3.94 (s, 3H), 7.04 (t, 1 H), 8.10-8.16 (m, 1H), 8.48 (m, 1H); MS (ES+) m/z 238 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 103058-87-3.

Reference:
Patent; ASTRAZENECA AB; US2012/165346; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100367-55-3, 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.100367-55-3, name is 5-Nitropicolinonitrile, molecular formula is C6H3N3O2, molecular weight is 149.11, as common compound, the synthetic route is as follows.

To a solution of 5-nitropyridine-2-carbonitrile (7.0 g, 46.9 mmol) in methanol (150 mL) was added 10% palladium on carbon (2.0 g) and carbamic acid (7.0 g, 115 mmol). After being heated under reflux for 16 hours, the resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in water (150 mL) and the resulting mixture was extracted with ethyl acetate (150 mL x 3). The organic layer was dried over sodium sulfate and concentrated in vacuo to afford 5.1 g of 5-aminopyridine-2-carbonitrile (yield was 9 1.3%).

The chemical industry reduces the impact on the environment during synthesis 100367-55-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; WANG, Lisha; YUN, Hongying; ZHANG, Weixing; ZHENG, Xiufang; WO2015/22301; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1220910-89-3, 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. 1220910-89-3, name is Benzyl (3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbamate. A new synthetic method of this compound is introduced below.

Under the protection of nitrogen, to a 100 L reactor, 2.60 kg (6.43 mol) of terdazolamide phosphate intermediate II and 50 L of anhydrous tetrahydrofuran were added and stirred to dissolve. 7.07 liters of 1 mol / L lithium hexamethyldisilazide in tetrahydrofuran solution was added dropwise.Stir at 10 15 for 2 hours, add 1,3-dimethyl-3,4,5,6-tetrahydro-2-pyrimidinone (DMPU) 0.83Kg, and lower the temperature to 0 5 . Add R-glycidyl butyrate 0.97Kg. Stir overnight at 10 C to 15 C to obtain a light yellow slurry.A solution of 33 g of sodium methoxide dissolved in 330 mL of methanol was added and stirred for 1 hour. Add ammonium chloride solution with a mass concentration of 10% (the mass concentration means the mass of ammonium chloride as a percentage of the total mass of ammonium chloride water) 17L.The two-phase mixture was concentrated. Water (13 L, 5 volumes) was added to the concentrated slurry, cooled to room temperature, and filtered. The filter cake was slurried with methanol and water (volume ratio 4: 1) (70 L), then filtered, and filtered The cake was rinsed with 12L of methanol and 12L of water, and the wet product was dried in a vacuum (pressure -0.01MPa -0.1MPa) drying oven at 45 C- 55 C for 8 hours 12 hours to obtain the white solid as terdazolamide phosphate intermediate V 2.01Kg, yield 84.4%. HPLC purity: 99.21%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1220910-89-3, its application will become more common.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 138588-22-4, 3-(Pyridin-2-yl)-1,2,4-thiadiazol-5-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, Product Details of 138588-22-4, blongs to pyridine-derivatives compound. Product Details of 138588-22-4

3-(Pyridin-2-yl)- 1 ,2,4-thiadiazol-5-amine (50 rag, 0.28 mmoi) was dissolved in 1.5 ml, pyridine. 4-Chlorobenzenesulfonyl chloride (65 mg, 0.31 mmol) was then added. The mixture was stirred for 16 hours at room temperature. The reaction was partitioned between dichloroniethane and water. The aqueous layer was extracted with dichloromethane. The combined organic layer was dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash chromatography to obtain Compound 14 as a tan solid. LCMS (M/Z): 352 (M + H). NMR (400 MHz, acetone) delta ppm 7.53 – 7.63 (m, 3 H) 7.91 (d, J 8.64 Hz, 2 H) 8.03 (td, J=7.75, 1.54 Hz, 1 H) 8.24 (d, J 8.00 Hz, 1 IT) 8.66 (d, J 4.49 Hz, 1 H).

The synthetic route of 138588-22-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCYNEXIS INC.; LIU, Hao; SLIGAR, Jessica, Marie; SPEAKE, Jason, Daniel; MOORE, Joseph, A., III; BECK, Brent, Christopher; WO2015/73797; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 41288-96-4, Adding some certain compound to certain chemical reactions, such as: 41288-96-4, name is 2-Chloro-5-hydroxypyridine,molecular formula is C5H4ClNO, 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 41288-96-4.

General procedure: Using an apparatus previously described for method B [21] , potassium hydroxide (2.52 g, 45 mmol, 15 equiv) and water (2.52 g) were added to the reaction vessel and the mixture was allowed to stir until the potassium hydroxide was almost completely dissolved. Then, 2-bromo-3-pyridinol (0.354 g, 3 mmol) was added and the mixture stirred for 30 min, after which acetonitrile (10 mL) was added via syringe and the mixture stirred at room temperature. Fluoroform was then bubbled slowly into the mixture for 2 h, after which the resulting mixture was stirred for one additional hour. After being quenched with water and extracted with ethyl acetate, the ethyl acetate layer was washed with a saturated solution on sodium hydroxide, separated and concentrated. Additional impurities were removed via column chromatography on silica gel using an 80:20 mixture of hexanes/methylene chloride to give a 53% yield of the liquid product, 2-bromo-3-difluoromethoxypyridine (3d):

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. 41288-96-4, 2-Chloro-5-hydroxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Thomoson, Charles S.; Wang, Linhua; Dolbier, William R.; Journal of Fluorine Chemistry; vol. 168; (2014); p. 34 – 39;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1018505-59-3, 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.1018505-59-3, name is 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine, molecular formula is C11H18N4, molecular weight is 206.2874, as common compound, the synthetic route is as follows.

Preparation of 6-chloro-N-(5-(4-ethylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-a]pyridin-8-amine A mixture of impure 5-(4-ethylpiperazin-1-yl)pyridin-2-amine (1.00 g, 4.85 mmol assumed), 8-bromo-6-chloroimidazo[1,2-a]pyridine hydrochloride salt (1.30 g, 4.85 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (634 mg, 1.02 mmol) and cesium carbonate (4.90 g, 15.0 mmol) in toluene (50 mL) was sparged with nitrogen while stirring for 10 min. Palladium(II) acetate (120 mg, 0.491 mmol) was then added and the reaction stirred at reflux for 18 h. After this time, the reaction was cooled to room temperature, diluted in a mixture of 1:1 methanol/methylene chloride (100 mL) and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure and the resulting residue purified by chromatography (silica, gradient, 1:19 methanol/methylene chloride to 1:6 methanol/methylene chloride) to afford 6-chloro-N-(5-(4-ethylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-a]pyridin-8-amine as a yellow-green solid: 1H NMR (400 MHz, DMSO-d6.) d 9.12 (s, 1H), 8.30 (d, J=2.0 Hz, 1H), 8.26 (d, J=2.0 Hz, 1H), 7.99 (d, J=2.8 Hz, 1H), 7.89 (d, J=0.8 Hz, 1H), 7.55 (d, J=0.8 Hz, 1H), 7.43 (dd, J=8.8, 2.8 Hz, 1H), 7.35 (d, J=8.8 Hz, 1H), 3.11-3.10 (m, 4H), 2.50-2.49 (m, 4H, merged with DMSO peak), 2.38-2.37 (m, 2H), 1.04 (t, J=7.2 Hz, 3H).

Statistics shows that 1018505-59-3 is playing an increasingly important role. we look forward to future research findings about 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine.

Reference:
Patent; Gilead Connecticut, Inc.; Blomgren, Peter A.; Currie, Kevin S.; Kropf, Jeffrey E.; Lee, Seung H.; Mitchell, Scott A.; Schmitt, Aaron C.; Xu, Jianjun; Zhao, Zhongdong; US2014/148430; (2014); 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. 1448427-99-3, name is 6-(4-Isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C10H13N5

Alternative Synthesis of Compound (A) Compound (E) (1 equiv.), Compound (C) (1 equiv.), DMF (about 16 vols), Et3N (1.5 equiv.), Pd(OAc)2(0.02 equiv.), and Ad2P(-Bu) (0.04 equiv.) were combined and the contents were purged with N2followed by CO and then pressurized with CO (20 psi). The reaction mixture was heated to about 95 C to about 105 C. After about 24 hours, the reaction was allowed to cool to about 20 C to about 30 C to afford Compound (A).

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, 1448427-99-3, 6-(4-Isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-amine.

Reference:
Patent; GILEAD SCIENCES, INC.; BROWN, Brandon Heath; CHAN, Brenda J. Burke; CHIU, Anna; GRIGGS, Nolan; HEUMANN, Lars V.; LATHROP, Stephen P.; REYNOLDS, Troy Evan; SARMA, Keshab; SILER, David Allen; THOMPSON, Andrew S.; WANG, Tao; (146 pag.)WO2016/106384; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem