Category: 77837-09-3

Li, Xiao-Hua’s team published research in Synthesis in 2018 | CAS: 77837-09-3

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Application In Synthesis of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylateThe lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

《Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition-Metal-Free Conditions》 was written by Li, Xiao-Hua; Ye, Ai-Hui; Liang, Cui; Mo, Dong-Liang. Application In Synthesis of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate And the article was included in Synthesis on April 30 ,2018. The article conveys some information:

An efficient transition-metal-free strategy to synthesize 2-aryloxypyridine derivatives was developed by a selective O-arylation of 2-pyridones with diaryliodonium salts. The reaction was compatible with a series of functional groups for 2-pyridones and diaryliodonium salts such as halides, nitro, cyano and ester groups. The substituents at the C6-position of 2-pyridones favored O-arylation products because of steric hindrance. The reaction was easily performed on a gram-scale and 6-chloro-2-pyridone was a good precursor to access various unsubstituted 2-aryloxypyridines by dehalogenation. A P2Y1 lead compound analog I could be prepared in good yield over two steps. The experimental part of the paper was very detailed, including the reaction process of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Application In Synthesis of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Application In Synthesis of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylateThe lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yin, Dehang’s team published research in Cell Reports Physical Science in 2020 | CAS: 77837-09-3

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Safety of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

《Photoredox Catalytic Trifluoromethylation and Perfluoroalkylation of Arenes Using Trifluoroacetic and Related Carboxylic Acids》 was written by Yin, Dehang; Su, Dengquan; Jin, Jian. Safety of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate And the article was included in Cell Reports Physical Science on August 26 ,2020. The article conveys some information:

Here, a mild and practical method that allows for the direct C-H trifluoromethylation, perfluoroalkylation, and chlorodifluoromethylation of (hetero)arenes such as mesitylene, 1-tosyl-1H-pyrrole, N-(thiophen-3-yl)acetamide, etc. using TFA and the related carboxylic acids RC(O)OH (R = CF3, C5F11, CF2Cl, etc.) was reported. A diverse array of arenes and heteroarenes was successfully transformed into valued fluoroalkylated compounds e.g., I. The combination of photoredox catalysis and a bis(4-chlorophenyl) sulfoxide provides a platform for the facile generation of fluoroalkyl radicals from the corresponding fluoroalkyl carboxylic acids under mild conditions. After reading the article, we found that the author used Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Safety of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Safety of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Magee, Thomas V.’s team published research in Journal of Medicinal Chemistry in 2013 | CAS: 77837-09-3

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Quality Control of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylateThe lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Magee, Thomas V.; Brown, Matthew F.; Starr, Jeremy T.; Ackley, David C.; Abramite, Joseph A.; Aubrecht, Jiri; Butler, Andrew; Crandon, Jared L.; Dib-Hajj, Fadia; Flanagan, Mark E.; Granskog, Karl; Hardink, Joel R.; Huband, Michael D.; Irvine, Rebecca; Kuhn, Michael; Leach, Karen L.; Li, Bryan; Lin, Jian; Luke, David R.; MacVane, Shawn H.; Miller, Alita A.; McCurdy, Sandra; McKim, James M.; Nicolau, David P.; Nguyen, Thuy-Trinh; Noe, Mark C.; O’Donnell, John P.; Seibel, Scott B.; Shen, Yue; Stepan, Antonia F.; Tomaras, Andrew P.; Wilga, Paul C.; Zhang, Li; Xu, Jinfeng; Chen, Jinshan Michael published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of Dap-3 Polymyxin Analogues for the Treatment of Multidrug-Resistant Gram-Negative Nosocomial Infections》.Quality Control of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate The author mentioned the following in the article:

The authors report novel polymyxin analogs with improved antibacterial in vitro potency against polymyxin resistant recent clin. isolates of Acinetobacter baumannii and Pseudomonas aeruginosa. In addition, a human renal cell in vitro assay (hRPTEC) was used to inform structure-toxicity relationships and further differentiate analogs. Replacement of the Dab-3 residue with a Dap-3 in combination with a relatively polar 6-oxo-1-phenyl-1,6-dihydropyridine-3-carbonyl side chain as a fatty acyl replacement yielded analog 5x, which demonstrated an improved in vitro antimicrobial and renal cytotoxicity profiles relative to polymyxin B (PMB). However, in vivo PK/PD comparison of 5x and PMB in a murine neutropenic thigh model against P. aeruginosa strains with matched MICs showed that 5x was inferior to PMB in vivo, suggesting a lack of improved therapeutic index in spite of apparent in vitro advantages. The experimental part of the paper was very detailed, including the reaction process of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Quality Control of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Quality Control of Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylateThe lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhu, Weixing’s team published research in Archiv der Pharmazie (Weinheim, Germany) in 2013 | CAS: 77837-09-3

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Computed Properties of C13H11NO3 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

《Synthesis, pharmacophores, and mechanism study of pyridin-2(1H)-one derivatives as regulators of translation initiation factor 3a》 was published in Archiv der Pharmazie (Weinheim, Germany) in 2013. These research results belong to Zhu, Weixing; Shen, Jie; Li, Qianbin; Pei, Qi; Chen, Jun; Chen, Zhuo; Liu, Zhaoqian; Hu, Gaoyun. Computed Properties of C13H11NO3 The article mentions the following:

Twenty-seven 1,5-disubstituted-pyridin-2(1H)-one derivatives were synthesized and evaluated for their anticancer and antifibrosis activity by A549 and NIH3T3 cell viability assays, resp. To study the selectivity between the cancer and fibrosis cell lines, pharmacophore models (F1-F4) were built in advance for compounds with pyridin-2(1H)-one scaffold, which revealed the relationship between the occupation of the aromatic sub-site F4 and potent anti-cancer activity. The relationship between structure and anti-cancer activity for all target compounds is also reported herein: 1-Phenyl-5-((m-tolylamino)methyl)pyridine-2(1H)-one (22) displayed both potency and selectivity (IC50 = 0.13 mM) toward the A549 cell line through the inhibition of translation initiation, especially by eIF3a suppression, and can be treated as a lead for the design of novel eIF3a regulators and anti-lung cancer agents. In the part of experimental materials, we found many familiar compounds, such as Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Computed Properties of C13H11NO3)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Computed Properties of C13H11NO3 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ko, Young Kwan’s team published research in Bulletin of the Korean Chemical Society in 2001 | CAS: 77837-09-3

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals. Related Products of 77837-09-3

Ko, Young Kwan; Lee, Seung Chul; Koo, Dong Wan; Jung, Mankil; Kim, Dae-Whang published an article on February 20 ,2001. The article was titled 《A new and facile synthesis of 2-pyridones》, and you may find the article in Bulletin of the Korean Chemical Society.Related Products of 77837-09-3 The information in the text is summarized as follows:

Treating coumalic acid with MeCOCl gave di-Me 4-(methoxymethylene)-2-pentenedioate. Reaction of the diester with amines, followed by cyclization, gave 5-carbomethoxy-2-pyridones. In the experimental materials used by the author, we found Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Related Products of 77837-09-3)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals. Related Products of 77837-09-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 77837-09-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, 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, SDS of cas: 77837-09-3, blongs to pyridine-derivatives compound. SDS of cas: 77837-09-3

6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid: Lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixture of methyl-6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol), tetrahydrofuran (9 mL) and water (6 mL) at 0° C. The mixture was stirred for 1 hour, diluted with water and washed with ethyl acetate. The pH of the aqueous layer was adjusted to 2 using 2 N hydrochloric acid and the precipitate was filtered to give the title compound as a brown solid (0.740 g, 79percent). m.p. 256-263° C.; 1H NMR (400 MHz, DMSO-d6) delta 6.53 (d, J=9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, J=2.5, 9.8 Hz, 1H), 8.23 (d, J=2.5 Hz, 1H); IR (KBr) nu 3446, 1708, 1645, 1577, 1263, 1228 cm-1; MS 214 (M-1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/319026; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 77837-09-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, 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, SDS of cas: 77837-09-3, blongs to pyridine-derivatives compound. SDS of cas: 77837-09-3

6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid: Lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixture of methyl-6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol), tetrahydrofuran (9 mL) and water (6 mL) at 0° C. The mixture was stirred for 1 hour, diluted with water and washed with ethyl acetate. The pH of the aqueous layer was adjusted to 2 using 2 N hydrochloric acid and the precipitate was filtered to give the title compound as a brown solid (0.740 g, 79percent). m.p. 256-263° C.; 1H NMR (400 MHz, DMSO-d6) delta 6.53 (d, J=9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, J=2.5, 9.8 Hz, 1H), 8.23 (d, J=2.5 Hz, 1H); IR (KBr) nu 3446, 1708, 1645, 1577, 1263, 1228 cm-1; MS 214 (M-1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/319026; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 77837-09-3

According to the analysis of related databases, 77837-09-3, the application of this compound in the production field has become more and more popular.

Synthetic Route of 77837-09-3, 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 77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Example 1-3 Synthesis of 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylic acid [0042] After 750 mg (3.27 mmol) of methyl 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylate was dissolved in 9 mL of methanol and 3 mL of water, 235 mg (9.81 mmol) of lithium hydroxide was added to the solution. Afterward, the resulting reaction solution was stirred at about 50 C. for about 5 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo, followed by addition of aqueous HCl to titrate a pH of the reaction product to pH 2. After filtration of the resulting solid compound (Actual yield: 470 mg, Percent yield: 67%), the resulting compound was used without purification. [0043] 1H-NMR (DMSO-d6,200 MHz) delta8.18 (s, 1H), 7.88 (d, 1H), 7.49 (m, 5H), 6.54 (d, 2H)

According to the analysis of related databases, 77837-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SK BIOPHARMACEUTICALS CO., LTD.; Maeng, Cheol Young; Jang, Young Koo; Cha, Su Bong; Shin, Hye Won; Joung, Chan Mi; Cha, Hwa Ryun; Yi, Eun Jung; US2013/317059; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 77837-09-3

The synthetic route of 77837-09-3 has been constantly updated, and we look forward to future research findings.

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. 77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C13H11NO3

Step 3; 6-Oxo-l -phenyl- 1 ,6-dihydropyridine-3-carboxylic acid:; Lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixture of methyl-6-oxo-l -phenyl- 1,6- dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol), tetrahydrofuran (9 mL) and water (6 mL) at 0 °C. The mixture was stirred for 1 hour, diluted with water and washed with ethyl acetate. The pH of the aqueous layer was adjusted to 2 using 2 N hydrochloric acid and the precipitate was filtered to give the title compound as a brown solid (0.740 g, 79percent). m.p. 256-263 °C; *H NMR (400 MHz, DMSO-d6) delta 6.53 (d, / = 9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, / = 2.5, 9.8 Hz , 1H), 8.23 (d, / = 2.5 Hz, 1H); IR (KBr) upsilon 3446, 1708, 1645, 1577, 1263, 1228 cm”1; MS 214 (M – 1).

The synthetic route of 77837-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; ZHANG, Chengzhi; SOMMERS, Andreas; WO2012/122165; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 77837-09-3

The chemical industry reduces the impact on the environment during synthesis 77837-09-3, I believe this compound will play a more active role in future production and life.

Electric Literature of 77837-09-3, 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.77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, molecular formula is C13H11NO3, molecular weight is 229.23, as common compound, the synthetic route is as follows.

Step 3; 6-Oxo-l -phenyl- 1 ,6-dihydropyridine-3-carboxylic acid:; Lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixture of methyl-6-oxo-l -phenyl- 1,6- dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol), tetrahydrofuran (9 mL) and water (6 mL) at 0 C. The mixture was stirred for 1 hour, diluted with water and washed with ethyl acetate. The pH of the aqueous layer was adjusted to 2 using 2 N hydrochloric acid and the precipitate was filtered to give the title compound as a brown solid (0.740 g, 79%). m.p. 256-263 C; *H NMR (400 MHz, DMSO-d6) delta 6.53 (d, / = 9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, / = 2.5, 9.8 Hz , 1H), 8.23 (d, / = 2.5 Hz, 1H); IR (KBr) upsilon 3446, 1708, 1645, 1577, 1263, 1228 cm”1; MS 214 (M – 1).

The chemical industry reduces the impact on the environment during synthesis 77837-09-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; ZHANG, Chengzhi; SOMMERS, Andreas; WO2012/122165; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem