Day: May 27, 2021

Adding a certain compound to certain chemical reactions, such as: 39891-13-9, 2-(6-Chloropyridin-3-yl)acetic acid, 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, 39891-13-9, blongs to pyridine-derivatives compound. Quality Control of 2-(6-Chloropyridin-3-yl)acetic acid

To a stirred solution of 329 2-(6-chloropyridin-3-yl)acetic acid (10 g, 58.3 mmol) in 6 DCM (100 mL) and 139 MeOH (50 mL) was added 330 ((trimethylsilyl)methyl)diazene (8.3 mL, 175 mmol) at 0 C. The reaction was stirred at RT for 16 h and then the solvent was concentrated under reduced pressure. The residue was dilute with water (100 mL), extracted with EtOAc (100 mL×3), and the organic layers were collected, washed with brine (50 mL), dried over Na2SO4, filtered, and the filtrate was concentrated in vacuo. The residue was purified by flash silica gel chromatography to afford the 331 title compound as an oil. MS (ESI) m/z: 185.8 [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,39891-13-9, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme Corp.; Han, Yongxin; Achab, Abdelghani; Deng, Yongqi; Fradera, Xavier; Gibeau, Craig; Hopkins, Brett A.; Li, Derun; Liu, Kun; McGowan, Meredeth A.; Sciammetta, Nunzio; Sloman, David; White, Catherine; Zhang, Hongjun; Zhou, Hua; US2019/144433; (2019); 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. 176433-49-1, name is 2,5-Dichloronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 176433-49-1

(a) 2-Pyrid-4-ylbenzaldehyde: In a similar manner to that of Example 21(a), starting with 2.50 g (16.7 mmol) of 2-formalbenzeneboronic acid and 2.16 g (11.1 mmol) of 4-bromopyridine hydrochloride, 1.98 g (97%) of the expected compound are obtained in the form of a white powder with a melting point of 59 C. 1 H NMR (CDCl3) delta 7.33 (d, 2H, J=6.0 Hz), 7.43 (dd, 1H, J=8.4/0.9 Hz), 7.59 (t, 1H, J=7.4 Hz), 7.70 (dt, 1H, J=7.5/1.4 Hz), 8.07 (dd, 1H, J=7.6/1.1 Hz), 8.73 (d, 2H, J=6.0 Hz), 9.99 (s, 1H).

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, 176433-49-1, 2,5-Dichloronicotinaldehyde.

Reference:
Patent; Centre International de Recherches Dermatologiques; US6150413; (2000); 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. 13466-38-1, name is 5-Bromopyridin-2-ol, molecular formula is C5H4BrNO, 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. Recommanded Product: 13466-38-1

A mixture of 5-bromopyridin-2-ol (I-99, Aldrich, Wis.; 53 g, 0.30 mol) in concentrated.H2SO4 (250 mL) was stirred with ice bath cooling and concentrated HNO3 (105 mL) was added slowly to the mixture. The reaction mixture was stirred for 4 hours at room temperature and then poured onto ice and stirred for additional 30 minutes. A yellow precipitate was filtered off used in the following step without further purification (45 g, 68%). MS (ESI): m/z 220 (M+1)+.

With the rapid development of chemical substances, we look forward to future research findings about 13466-38-1.

Reference:
Patent; Chytil, Milan; Engel, Sharon R.; Fang, Qun Kevin; Spear, Kerry L.; US2010/204214; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2524-52-9, Ethyl 2-picolinate, 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, COA of Formula: C8H9NO2, blongs to pyridine-derivatives compound. COA of Formula: C8H9NO2

To a solution of 73-3 (5.0 g, 1 equiv.) in EtOH (30 mL) was added NH2NH2H2O (2.5 g, 1.5 equiv.). Then the mixture was heated to reflux and stirred for 16 h. The reaction was completed. The reaction mixture was cooled to room temperature and concentrated to get 4.6 g of crude 73-4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2524-52-9, Ethyl 2-picolinate, and friends who are interested can also refer to it.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; THE GOVERNMENT OF THE UNITED STATES, AS REPRESENTED BY THE SECRETARY OF THE ARMY; JACOBS, Robert Toms; LIU, Yang; SCIOTTI, Richard J.; (0 pag.)WO2018/160845; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67346-74-1, 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.67346-74-1, name is 3-Ethynylpyridin-2-amine, molecular formula is C7H6N2, molecular weight is 118.1359, as common compound, the synthetic route is as follows.

Reference Example 46 3-(3-(4-(5-Methyl-furan-2-ylmethyl)-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine; To a mixture of (4-(5-methyl-furan-2-ylmethyl)-phenyl)-acetohydroximoyl chloride (11 mg, 0.043 mmol) described in Manufacturing Example 46-1-6 and tetrahydrofuran (1 mL) were added 3-ethynyl-pyridin-2-ylamine (4.0 mg, 0.034 mmol) described in Manufacturing Example 1-2-3 and triethylamine (9.4 muL, 0.068 mmol) at room temperature, which was stirred for 3 hours at 45 C. The reaction mixture was cooled to room temperature, water was added at the same temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate_heptane=2:3) to obtain the title compound (5.1 mg, 41%).1H-NMR Spectrum (CDCl3) delta (ppm): 2.24 (3H, s), 3.90 (2H, s), 4.03 (2H, s), 5.53 (2H, br s), 5.85 (1H, d, J=2.9 Hz), 5.87 (1H, d, J=2.9 Hz), 6.26 (1H, s), 6.72 (1H, dd, J=5.0, 7.6 Hz), 7.21 (4H, s), 7.72 (1H, d, J=7.7 Hz), 8.12 (1H, dd, J=1.8, 4.9 Hz).

The chemical industry reduces the impact on the environment during synthesis 67346-74-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54221-95-3, 2-Acetylaminoisonicotinic acid, 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 54221-95-3, blongs to pyridine-derivatives compound. Product Details of 54221-95-3

A mixture of (-)-1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (1.50 g, 5.12 mmol, Amine-1, single enantiomer), 2-acetamidoisonicotinic acid (1.01 g, 5.63 mmol), HBTU (2.33 g, 6.14 mmol) and triethylamine (3.57 mL, 25.6 mmol) in dichloromethane (51 mL) is stirred at room temperature for 15 hours. The reaction mixture is poured into water (50 mL) and extracted with dichloromethane (50 mL). The organic layer is dried over sodium sulfate and concentrated under reduced pressure. The residue is recrystallized from ethyl acetate to give 1.30 g (66percent yield) of the title compound as a white solid.1H-NMR (300 MHz, DMSO-d6) delta 10.6 (1H, s), 9.08 (1H, d, J = 8.1 Hz), 8.41-8.38 (2H, m), 8.18 (1H, d, J = 2.2 Hz), 7.82 (1H, dd, J = 8.4, 2.2 Hz), 7.43 (1H, d, J = 5.1 Hz), 6.96 (1H, d, J = 8.8 Hz), 5.14 (1H, m), 4.96 (2H, q, J = 9.2 Hz), 2.09 (3H, s), 1.47 (3H, d, J = 7.0 Hz), MS (ESI) m/z: 383 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54221-95-3, 2-Acetylaminoisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; RAQUALIA PHARMA INC.; YAMAGISHI, Tatsuya; KAWAMURA, Kiyoshi; ARANO, Yoshimasa; MORITA, Mikio; WO2012/53186; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, 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.

Intermediate 252A: 2-chloro-5-iodopyridin-4-amine To a stirred solution of 2-chloropyridin-4-amine (5 g, 39 mmol) in DMF (50 mL) was added NIS (8.75 g, 39 mmol). The reaction mixture was then heated at 80 C for 3 h. The mixture was cooled and the DMF removed in vacuo. The residue was partitioned between EtOAc and water and the layers were separated. The organic layer was dried over Na2S04, filtered, and concentrated. The product was purified via column chromatography (10% EtO Ac/pet ether) to afford 2-chloro-5-iodopyridin-4-amine (4 g, 39% yield). LCMS: 254.8 (M+). Further elution with 12% EtO Ac/pet ether afforded 2- chloro-3-iodopyridin-4-amine (4 g, 39% 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 14432-12-3, 4-Amino-2-chloropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GARDNER, Daniel S.; SANTELLA, Joseph B.; PAIDI, Venkatram Reddy; WU, Hong; DUNCIA, John V.; NAIR, Satheesh Kesavan; HYNES, John; (300 pag.)WO2016/210034; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6959-48-4, 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. 6959-48-4, name is 3-(Chloromethyl)pyridine hydrochloride, molecular formula is C6H7Cl2N, 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.

General procedure: To a solution of4(1.00 eq.) in DMF was added K2CO3(1.20-2.00 eq.). The reaction was stirred at room temperature for 1 h, followed by the addition of the alkyl halide (1.00-1.10 eq.). The reaction was stirred at room temperature for 0.5-24 h, concentrated under reduced pressure and purified by flash column chromatography (silica gel, solvent system I: petroleum ether ramping to 100% EtOAc, or solvent system II: DCM ramping to DCM/MeOH = 97:3) to give the desired product.

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 6959-48-4, 3-(Chloromethyl)pyridine hydrochloride.

Reference:
Article; Diab, Sarah; Abdelaziz, Ahmad M.; Li, Peng; Teo, Theodosia; Basnet, Sunita K.C.; Noll, Ben; Rahaman, Muhammed H.; Lu, Jingfeng; Hou, Jinqiang; Yu, Mingfeng; Le, Bich T.; Albrecht, Hugo; Milne, Robert W.; Wang, Shudong; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 762 – 772;,
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. 1050501-88-6, name is 2-Bromo-6-chloropyridin-3-amine, the common compound, a new synthetic route is introduced below. name: 2-Bromo-6-chloropyridin-3-amine

A mixture of tert-butyl methyl(prop-2-yl-1-yl)carbamate (612 mg, 3.62 mmol, Intermediate 11), 2-bromo-6-chloropyridin-3-amine (500 mg, 2.410 mmol, Fluorochem), copper I iodide (51 mg, 0.268 mmol, Sigma), PdCI2(dppf) (148 mg, 0.202 mmol, Manchester Organics) and TEA (0.504 ml_, 3.62 mmol, Sigma) in a sealed vial was degassed (purged and filled with nitrogen x 3) before adding anhydrous Tetrahydrofuran (THF) (10 ml_). The suspension was degassed by bubbling nitrogen through for 2 min. The reaction mixture was heated to 70 C for 17 hr. The reaction mixture was filtered through a 2.5g Celite SPE, eluting with ethyl actetate (30 ml.) and water (10 ml_). The reaction mixture was diluted with water (20 ml_), the aqueous extracted with ethyl acetate (3 x 30 ml_), combined organics washed with brine (20 ml_), dried through a hydrophobic frit and concentrated in vacuo and under nitrogen to give tert-butyl (3-(3-amino-6-chloropyridin-2-yl)prop-2-yn-1- yl)(methyl)carbamate (1.074 g, 2.360 mmol, 98 % yield) as a brown oil. 1H NMR (400 MHz, CHLOROFORM-d) d ppm 1.45 – 1.56 (m, 12 H) 3.00 (s, 3 H) 4.34 (s, 2 H) 6.96 – 7.13 (m, 2 H). LCMS (System B, UV, ESI) Rt = 1.08 min, [M+H]+ 240, 242

The synthetic route of 1050501-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BRAVI, Gianpaolo; HOBBS, Heather; INGLIS, Graham George Adam; NICOLLE, Simon; PEACE, Simon; (138 pag.)WO2019/115640; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1990-90-5, Adding some certain compound to certain chemical reactions, such as: 1990-90-5, name is 3-Methylpyridin-4-amine,molecular formula is C6H8N2, 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 1990-90-5.

To a solution of 2-(5-chloro-2-fluorophenyl)-4-iodo-5,7-dihydrofuro[3,4-d]pyrimidine (80 mg, 0.21 mmol, 1 eq) in anhydrous dioxane (5 ml) was added Pd(OAc)2 (2 mg, 0.01 mmol, 0.05 eq) followed by BINAP (10 mg, 0.02 mmol, 0.075 eq), 4-amino-3- picoline (25 mg, 0.23 mmol, 1.2 eq) and Cs2CO3 (100 mg, 0.32 mmol, 1.5 eq). The EPO reaction mixture was heated to 80C for 15h. The reaction mixture was cooled to r.t. and filtered through Celite and the crude material was purified by flash column chromatography (9:l/ethyl acetate:hexane) to afford [2-(5-Chloro-2-fluorophenyl)-5,7- dihydrofuro[3,4-d]pyrimidin-4-yl]-(3-methyl-pyridin-4-yl)-amine, compound of formula (33) (20 mg, 26%) as a white solid

According to the analysis of related databases, 1990-90-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2006/35061; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem