Month: April 2022

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. 84487-03-6, name is 6-Chloro-5-nitropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Chloro-5-nitropyridin-2-amine

REFERENCE EXAMPLE 2 Preparation of the starting compound 6-Amino-2-chloro-3-nitropyridine was allowed to react with ethanethiol to give 6-amino-2-ethylthio-3-nitropyridine (m.p. 131.5-132 C.).

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, 84487-03-6, 6-Chloro-5-nitropyridin-2-amine.

Reference:
Patent; Dainippon Pharmaceutical Co., Ltd.; Laboratoire Roger Bellon; US4382937; (1983); A;,
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. 67310-56-9, name is 1-(5-Hydroxypyridin-2-yl)ethanone, molecular formula is C7H7NO2, 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: 67310-56-9

Example 136: 2-[(6-acetylpyridin-3-yl)oxy]-iV-{3-[2-(4-chloro-3- fluorophenoxy)acetamido] 0-bicyclo [ 1.1.1] pentan- 1-yl {acetamide (Compound 235) A 2.5 mL microwave vial was charged with Example 28A (35 mg, 1 equivalent, 0.096 mmol), K2C03 (27mg, 0.19 mmol), l-(5-hydroxypyridin-2-yl)ethanone (27 mg, 0.19 mmol) and potassium iodide (1,2 mg, 0.07 equivalent, 0.05 mmol). To this mixture was added acetone (1.5 mL). The resulting mixture was heated in a Biotage Initiator microwave for 45 minutes at 140 C (0-450 W). Upon completion, the mixture was then filtered, and the filtrate was concentrated to dryness. The residue was dissolved in 1 : 1 dimethyl sulfoxide/methanol and purified by preparative reverse phase HPLC on a Phenomenex Luna C8(2) 5 muiotatauiota 100 A AXIA column (30 mm chi 150mm). A gradient of acetonitrile (A) and 0.1% trifluoroacetic acid in water (B) was used, at a flow rate of 50 mL/minute (0-0.5 minutes 5% A, 0.5-8.5 minutes linear gradient 5-100% A, 8.7-10.7 minutes 100% A, 10.7 -11.0 minutes linear gradient 100-5% A) to afford the title compound. XH NMR (400 MHz, DMSO-c) delta ppm 8.39 (d, J = 2.9 Hz, 1H), 7.96 (d, J = 8.8 Hz, 1H), 7.53 – 7.45 (m, 2H), 7.05 (dd, J = 11.3, 2.9 Hz, 1H), 6.85 (ddd, J = 9.0, 2.8, 1.2 Hz, 1H), 4.64 (s, 2H), 4.46 (s, 2H), 2.58 (s, 3H), 2.28 (s, 6H). MS (APCI) m/z 462.3 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 67310-56-9.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farath; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (445 pag.)WO2017/193034; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1443-42-1, 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 1443-42-1 as follows.

General procedure: Example 6A (2 g, 6.35 mmol) and (4-fluorophenyl)methanamine (0.794 g, 6.35 mmol) in acetonitrile (10 ml) were stirred at 120 C overnight. The reaction mixture was cooled, concentrated, taken into ethyl acetate and washed with saturated aqueous NaHC03 and brine. The combined aqueous layers were extracted twice with ethyl acetate. The combined organic extracts were dried (MgS04) and filtered. The filtrate was concentrated until solid material precipitated. The mixture was filtered to provide the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1443-42-1, its application will become more common.

Reference:
Patent; ABBVIE INC.; SWEIS, Ramzi F.; CURTIN, Michael L.; PLIUSHCHEV, Marina A.; HANSEN, Todd M.; LONGENECKER, Kenton; WO2013/170118; (2013); 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. 75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, 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. COA of Formula: C5H2BrClN2O2

A dry 250 mL flask was charged with 2-bromo-5-chloro- 3-niotatropyriotadiotane (24 g, 101 mmol), CuCN (19 g, 212 mmol) and DMF (100 mL) The resultant mixture was stirred at 1 10 0C for 2 hours The mixture was concentrated under reduced pressure Water (100 mL) was added and extracted with EtOAc (3 X 250 mL) The combined organic layer was washed with brine, dried (MgSO4) and filtered The solvent was evaporated the solvent in vacuo to afford a light yellow solid (15 g) which was used directly for the next step

With the rapid development of chemical substances, we look forward to future research findings about 75806-86-9.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2009/9740; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116026-95-0, 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. 116026-95-0, name is tert-Butyl (4-formylpyridin-3-yl)carbamate, molecular formula is C11H14N2O3, 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.

(4-Formyl-pyridin-3-yl)-carbamic acid tert-butyl ester (100 mg) was dissolved in a hydrochloric acid-methanol solution (2.0 ml), and the solution was stirred under reflux for 30 min. The solvent was removed by distillation under the reduced pressure. 1-Chloro-propan-2-one (42 mg) dissolved in a 5 N aqueous sodium hydroxide solution (0.5 ml) was added to the residue, and the mixture was allowed to stand in an airtightly stoppered state for two days. The reaction mixture was neutralized with 10% hydrochloric acid, and dichloromethane was then added thereto for extraction. The dichloromethane layer was washed with water and saturated brine and was dried over magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography with a chloroform-acetone system to give 2-methyl-[1,7]naphthyridin-3-ol (22 mg, yield 31%). 2-Methyl-[1,7]naphthyridin-3-ol (22 mg), 4-chloro-6,7-dimethoxyquinoline (92 mg), and 4-dimethylaminopyridine (50 mg) were suspended in 1,2-dichlorobenzene (1.5 ml), and the suspension was stirred at 140C for 8.5 hr. The reaction mixture was cooled to room temperature, and water was added thereto. The mixture was extracted with chloroform, and the chloroform layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography with a chloroform-methanol system to give the title compound (25 mg, yield 53%). 1H-NMR (CDCl3, 400 MHz): delta 2.76 (s, 3H), 4.01 (s, 3H), 4.06 (s, 3H), 6.54 (d, J = 5.6 Hz, 1H), 7.44 (s, 1H), 7.49 (s, 1H), 7.52 (d, J = 6.0 Hz, 1H), 7.61 (s, 1H), 8.57 (m, 2H), 9.45 (s, 1H) Mass spectrometric value (ESI-MS, m/z): 348 (M+1)+ (4-Formyl-pyridin-3-yl)-carbamic acid tert-butyl ester (100 mg) was dissolved in a hydrochloric acid-methanol solution (2.0 ml), and the solution was stirred under reflux for 30 min. The solvent was removed by distillation under the reduced pressure. 2-Chloro-1-phenyl-ethanone (70 mg) dissolved in a 5 N aqueous sodium hydroxide solution (0.6 ml) was then added to the residue, and the mixture was allowed to stand in an airtightly stoppered state for two days. The reaction solution was neutralized with 10% hydrochloric acid, and dichloromethane was then added thereto for extraction. The dichloromethane layer was washed with water and saturated brine and was dried over magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a chloroform-acetone system to give 2-phenyl-[1,7]naphthyridin-3-ol (3 mg, yield 3%). 2-Phenyl-[1,7]naphthyridin-3-ol (3 mg), 4-chloro-6,7-dimethoxyquinoline (9 mg), and 4-dimethylaminopyridine (5 mg) were suspended in 1,2-dichlorobenzene (1.0 ml), and the suspension was stirred at 140C for 9 hr. The reaction mixture was cooled to room temperature, and water was added thereto. The mixture was extracted with chloroform, and the chloroform layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a chloroform-methanol system to give the title compound (3 mg, yield 54%). 1H-NMR (CDCl3, 400 MHz): delta 4.00 (s, 3H), 4.07 (s, 3H), 6.59 (d, J = 5.6 Hz, 1H), 7.39 (m, 4H), 7.61 (m, 2H), 7.86 (s, 1H), 7.98 (m, 2H), 8.50 (d, J = 5.6 Hz, 1H), 8.64 (d, J = 5.6 Hz, 1H) 9.62 (s, 1H) Mass spectrometric value (ESI-MS, m/z): 432 (M+Na)+

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 116026-95-0, tert-Butyl (4-formylpyridin-3-yl)carbamate.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); 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. 61494-55-1, name is 2-(2-Chloropyridin-3-yl)acetic acid, the common compound, a new synthetic route is introduced below. Product Details of 61494-55-1

To 30 ml of a THF solution containing 700 mg of 2-(2-chloropyridin-3-yl)acetic acid was added dropwise 7.75 ml of a 1.9 mol/L THF solution of hexamethyldisilazane sodium at -78 C. and the mixture was stirred for 10 minutes. Then, 616 mul of methyl 2,6-difluorobenzoate was added dropwise thereto, and then, the temperature of the mixture was raised from -78 C. to room temperature and stirred for 1 hour. To the mixture was added an aqueous saturated ammonium chloride solution followed by stirring the mixture for 1 hour. Thereafter, ethyl acetate was added thereto and the liquids were separated. The obtained organic layer was washed with saturated brine, and dried over sodium sulfate. After the solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel column chromatography. The title compound was obtained as 450 mg of a transparent oily product. (1215) 1H-NMR (CDCl3) delta: 8.35 (1H, dd, J=4.7, 1.8 Hz), 7.66 (1H, dd, J=7.6, 1.8 Hz), 7.44-7.43 (1H, m), 7.25 (2H, dd, J=7.6, 4.7 Hz), 7.00-6.96 (2H, m).

The synthetic route of 61494-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUI CHEMICALS AGRO, INC.; UMETANI, Hideki; OKAYA, Shun; IKISHIMA, Hideaki; FUKUMOTO, Takeshi; NISHIDA, Akihiro; YANAGI, Masanori; NAITO, Ryohei; MASUTOMI, Koji; SHIRAKAWA, Tomomi; SAKURADA, Akane; YUTANI, Satoshi; (368 pag.)US2020/45968; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 189230-41-9, 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 189230-41-9, name is 2-Bromopyridine-3,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: To a solution of 2-fluoro-6-iodobenzaldehyde (1.5 g, 6.0 mmol) and 2-bromopyridine-3,4-diamine (1.1 g, 6.0 mmol) in ethanol (20 mL), was added ferric chloride (778 mg, 4.80 mmol). The reaction mixture was stirred at 60 C. under oxygen atmosphere overnight. The next day, solvent was evaporated via rotavap and theresulting residue was purified by column chromatography on silica gel eluting with petroleum/ethyl acetate (3:1) to give the desired product (1.6 g, 64% yield) as a yellow solid. LCMS (ESI) m/z: 418 [M+H+].

According to the analysis of related databases, 189230-41-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; Lai, Yingjie; Liang, Jun; Magnuson, Steven R.; Robarge, Kirk D.; Tsui, Vickie H.; Zhang, Birong; US2014/206702; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 55304-80-8, 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 55304-80-8, name is 2,6-Dibromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2,6-Dibromo-3-nitropyridine (700.0 mg, 2.48 mmol) was added to 2M ammonia solution in EtOH (25.0 mL, 49.66 mmol). The mixture stirred at room temperature for 12 hours and concentrated under reduced pressure to obtain yellow solid compound of 6-bromo-3-nitropyridin-2-amine (526.0 mg, 97%). [1220] 1H-NMR (400 MHz, DMSO-d6); delta: 8.26 (m, 3H), 6.91 (d, 1H, J=8.4 Hz)

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 55304-80-8, 2,6-Dibromo-3-nitropyridine.

Reference:
Patent; C&C RESEARCH LABORATORIES; Ho, Pil Su; Yoon, Dong Oh; Han, Sun Young; Lee, Won Il; Kim, Jung Sook; Park, Woul Seong; Ahn, Sung Oh; Kim, Hye Jung; US2014/315888; (2014); 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. 3430-26-0, name is 2,5-Dibromo-4-methylpyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 3430-26-0

5-bromo-4-methyl-pyridine-2-carbonitrile: To a solution of 2,5-dibromo-4-methylpyridine (15 g, 59.8 mmol, Eq: 1.00) in DMF (100 ml) was added copper(I) cyanide (4.28 g, 47.8 mmol, Eq: 0.8) and sodium cyanide (2.34 g, 47.8 mmol, Eq: 0.8). The reaction mixture was refluxed for 20 hr at which point a precipitate formed. Upon cooling water was added and the mixture sonicated. The solids were filtered and washed with water. The resulting filtrate was extracted with EtOAc and the organic layers then combined, washed with water and brine, and concentrated under reduced pressure. The crude material was then purified by column chromatography (0-10% EtOAc/Hex gradient) to give 5-bromo-4-methyl-pyridine-2-carbonitrile (5 g, 42.4% yield) 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, 3430-26-0, 2,5-Dibromo-4-methylpyridine.

Reference:
Patent; Hoffmann-La Roche Inc.; Bhagirath, Niala; Brameld, Kenneth Albert; Kennedy-Smith, Joshua; US2013/90333; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 61494-55-1, 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 61494-55-1 as follows.

Acetyl chloride (0.651 mL, 9.16 mmol) was added to a suspension of (2- chloropyridin-3-yl)acetic acid (1117) (1.048 g, 6.108 mmol) in MeOH (30 mL). The mixture was heated at reflux for 20 hours. The volatiles were removed in vacuo and the residue partitioned between OCM (100 mL) and sat. NaHC03 ( 100 mL). The layers were separated and the aqueous layer extracted with DCM (2×100 mL). The combined organic layers were washed with brine (100 mL), dried (Na2S0 ) and the solvent removed under reduced pressure to yield an oil which was purified by column chromatography on silica gel (0-40% EtOAc in petroleum benzine 40-60 C) to afford the title compound (1118) (0.863 g, 76%) as a pale yellow oil; NMR (400 MHz, dr D SO) delta 8.34 (dd, J = 4.8, 1.9 Hz, H), 7.88 (dd, J – 7.5, 1.9 Hz, 1 H), 7.43 (dd, J.= 7.5, 4.8 Hz, 1 H), 3.86 (s, 2H), 3.65 (s, 3H). LCMS Method C: rt 5.04 min; m/z 186 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,61494-55-1, its application will become more common.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; HOLMES, Ian, Peter; BERGMAN, Ylva; LUNNISS, Gillian Elizabeth; NIKAC, Marica; CHOI, Neil; HEMLEY, Catherine Fae; WALKER, Scott Raymond; FOITZIK, Richard Charles; GANAME, Danny; LESSENE, Romina; WO2012/110773; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem