Category: 19337-97-4

Synthetic Route of 19337-97-4, 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.19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid, molecular formula is C8H7NO2, molecular weight is 149.15, as common compound, the synthetic route is as follows.

General procedure: Compound 1c-9c (1.0mmol) was dissolved in anhydrous tetrahydrofuran (20mL). To the solution, triethylamine (1.2mmol) was slowly added and the solution was cooled to-20C, pivaloyl chloride (1.2mmol) was then added, and the reaction mixture was stirred for about 45min. Next, the compound 13 or 15 and n-butyllithium were added to the reaction solution and stirred for 1h, checked for product formation via TLC. Then saturated aqueous solution of ammonium chloride (10mL) was added to quench the n-butyllithium in the reaction and extracted with ethyl acetate, the organic phase was washed with saturated brine (30mL×3), Dried over anhydrous sodium sulfate, concentrated and purified by column chromatography (PE/EA=3: 1) to afford 1-9.

Statistics shows that 19337-97-4 is playing an increasingly important role. we look forward to future research findings about trans-3-(3-Pyridyl)acrylic acid.

Reference:
Article; Zou, Yu; Yan, Chang; Zhang, Huibin; Xu, Jinyi; Zhang, Dayong; Huang, Zhangjian; Zhang, Yihua; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 313 – 319;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19337-97-4, 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. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid, molecular formula is C8H7NO2, 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.

To a solution of (E)-3-(pyridin-3-yl)acrylic acid (0.40 g, 2.68 mmol, 1 eq) in DMF dry (4.0 mL), ammonium chloride (0.85 g, 16.10 mmol, 6 eq), HOBt (0.52 g, 3.86 mmol, 1.44 eq), EDCI (0.74 g, 4.20 mmol, 1.44 eq) and N-methylmorpholine (0.43 mL, 3.90 mmol, 1.44 eq) were subsequently added. The reaction was stirred at room temperature, under nitrogen for 3 h. After adding water, the reaction was filtered off through a neutral alumine oxide pad, washing with EtOAc/MeOH 9:1 (3 * 10 mL). The filtrate was evaporated and the residue was purified by column chromatography, using EtOAc/MeOH 9:1 as eluant to give 5 as white solid after crystallization with EtOAc (0.34 g, 85%). Mp 154-156 C. 1H NMR (300 MHz, CD3OD) delta 8.71 (d, J = 2.1 Hz, 1-H), 8.51 (dd, J = 4.9/1.5 Hz, 1-H), 8.05 (dt, J = 7.9/1.8 Hz, 1-H), 7.57 (d, J = 15.9 Hz, 1-H), 7.47 (dd, J = 7.9/4.9 Hz, 1-H), 6.77 (d, J = 15.9 Hz, 1-H); 13C NMR (75 MHz, CD3OD) delta 168.6, 149.5, 148.2, 137.1, 135.0, 131.5, 124.3, 123.1; MS (ESI) m/z 149 (M + H)+; IR (KBr) 3151, 3036, 2370, 1683, 1604, 1400, 980 cm-1. Anal. Calcd for C8H8N2O: C, 64.85; H, 5.44; N, 18.91. Found: C, 64.54; H, 5.12; N, 19.20.

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 19337-97-4, trans-3-(3-Pyridyl)acrylic acid.

Reference:
Article; Galli, Ubaldina; Mesenzani, Ornella; Coppo, Camilla; Sorba, Giovanni; Canonico, Pier Luigi; Tron, Gian Cesare; Genazzani, Armando A.; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 58 – 66,9;,
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. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 19337-97-4

(2E)-3-(pyridin-3-yl)prop-2-enoic acid (698 mg, 4.68 mmol) was dissolved in DMF (24 mL) and treated with DIPEA (2 mL, 11.7 mmol) and HATU (1.80 g, 4.68 mmol). After 5 minutes, tert-butyl 4-(4-aminobutyl)piperidine-l -carboxylate (1.00 g, 3.90 mmol) was added as a solution in DMF (8 mL). The reaction was stirred at room temperature overnight. The reaction solvent was removed in vacuo, and the residue redissolved in EtOAc then washed once with water, twice with saturated NaHCC , and once with brine. The organic layer was dried over Na2S04 and concentrated. The crude product was purified by silica gel chromatography (EtOAc/hexanes) to provide the title compound (1.16 g, 3.00 mmol, 77%). LCMS: tR = 1.22 min; m/z = 388.3 [M+H]+. lH NMR (400 MHz, Chloroform-d) delta 8.78 – 8.71 (m, 1H), 8.57 (dd, J = 4.8, 1.6 Hz, 1H), 7.83 – 7.75 (m, 1H), 7.62 (d, J = 15.7 Hz, 1H), 7.35 – 7.29 (m, 1H), 6.45 (d, J = 15.7 Hz, 1H), 5.68 (t, 1H), 4.18 – 3.90 (m, 2H), 3.40 (td, J = 7.2, 5.9 Hz, 2H), 2.76 – 2.55 (m, 2H), 1.70 – 1.51 (m, 4H), 1.45 (s, 9H), 1.43 – 1.31 (m, 3H), 1.31 – 1.20 (m, 2H), 1.07 (qd, J = 12.5, 4.4 Hz, 2H).

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, 19337-97-4, trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; SEATTLE GENETICS, INC.; NEUMANN, Christopher Scott; OLIVAS, Kathleen; (446 pag.)WO2018/75600; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19337-97-4, 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.19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid, molecular formula is C8H7NO2, molecular weight is 149.15, as common compound, the synthetic route is as follows.

Synthesis of 3-(3-pyridinyl)propanoic acid beta-(3-Pyridyl)-acrylic acid (10 g) is placed in a Parr hydrogenation bottle with 150 ml of glacial acetic acid, 100 ml of absolute ethanol and a large scoop of palladium on carbon catalyst. The solution is shaken at 50 psi of hydrogen and re-pressurized as needed until hydrogen uptake ceases (approximately 3 hours). The solution is filtered through celite, washed with ethanol and the solvent is evaporated in vacuo and azeotroped with toluene to yield the desired product as white crystals.

Statistics shows that 19337-97-4 is playing an increasingly important role. we look forward to future research findings about trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; Procter & Gamble Pharmaceuticals, Inc.; US5391743; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19337-97-4, 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.19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid, molecular formula is C8H7NO2, molecular weight is 149.15, as common compound, the synthetic route is as follows.

Synthesis of 3-(3-pyridinyl)propanoic acid beta-(3-Pyridyl)-acrylic acid (10 g) is placed in a Parr hydrogenation bottle with 150 ml of glacial acetic acid, 100 ml of absolute ethanol and a large scoop of palladium on carbon catalyst. The solution is shaken at 50 psi of hydrogen and re-pressurized as needed until hydrogen uptake ceases (approximately 3 hours). The solution is filtered through celite, washed with ethanol and the solvent is evaporated in vacuo and azeotroped with toluene to yield the desired product as white crystals.

Statistics shows that 19337-97-4 is playing an increasingly important role. we look forward to future research findings about trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; Procter & Gamble Pharmaceuticals, Inc.; US5391743; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19337-97-4, 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 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Compound 1-3 (1.3 g, 3 mmol) was dissolved in dichloromethane (10 ml)Trifluoroacetic acid (2 ml) was added,The reaction was carried out at room temperature for 2 hours, and the solvent was distilled off under reduced pressure to give a brown oil. The oil was dissolved in dichloromethane (20 ml)N, N-diisopropylethylamine (1.6 ml, 9 mmol) was added successively,Trans-3 (3-pyridyl) allyl acid(448 mg, 3 mmol),EDCI (1.7 g, 9 mmol),DMAP (73 mg, 0.6 mmol), reacted at room temperature for 4 hours,Saturated ammonium chloride (20 ml) was added and extracted with dichloromethane (20 ml x 3). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure and subjected to column chromatography to give Compound 1 ((E) -N- 3- (2-amino-6- (cyclopropylamino) pyrimidin-4-yl) phenyl) -5- (3- (pyridin-3-yl) acrylamido) pentanamide) (0.9 g, %).

According to the analysis of related databases, 19337-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Sciences Guangzhou Bio-pharmaceutical And Health Institute; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; China Pharmaceutical University; Jiang Sheng; Tu Zhengchao; Zhu Jidong; Yao Hequan; Yao Yiwu; Tan Xiaochu; Gu Shoulai; Qiu Yatao; (30 pag.)CN106928192; (2017); A;,
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. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 19337-97-4

Under N2 atmosphere, HOBt hydrate (0.31 g, ca. 2.0 mmol, MW = 125.12 + ca. 12 percent H20), EDCI (0.33 g ca. 2.1 mmol, MW = 155.25) and (£)-3-(3-pyridyl)acrylic acid (0.33 g, 2,2 mmol, MW = 149.137) were added sequentially to a cooled (0 °C) solution of 8 (0.515 g. 2 mmol, MW = 256.392) in dry CH2CI2 (7 mL). after stirring at 0 °C for 10 min N- methylmorpholine (0.44 mL) was added drop-wise under stirring at 0 °C. The mixture was then allowed to reach room temperature under stirring and stirred until completion of the reaction (monitored by TLC). A saturated aqueous solution of NaHC03 (15 mL) was added and stirred vigorously for 5 min. The aqueous layer was extracted with CH2CI2 (5 mL, 3 times). The combined organic extracts and solution were washed with brine (50 mL) and dried (MgS04). The solvent was evaporated in vacuo and the residue purified by FC (EtOAc) to give acrylamide 9 (0.643 g, 83 percent, MW = 387.513) as a yellow oil that was used directly in the following reaction. Solution of compound 9 (0.39 g, 1 mmol, MW = 387.513) in 4M HCI/dioxane solution (1 .0 mL) was stirred at 20 °C for 30 min (monitored by TLC). After solvent evaporation in vacuo, salt 9a (0.299 g, 92.3percent, MW = 323.889) was obtained as a white solid; it was used in the next step without purification. (0187) 1H NMR (400 MHz, CD3OD): delta = 9.15 (d, 1 H, J = 1 .5 Hz), 8.91 (dt, 1 H, J = 8.3 Hz, 1 .6 Hz), 8.86 (d, 1 H, J = 5.7 Hz), 8.17 (dd, 1 H, J = 8.2 Hz, 5.8 Hz), 7.67 (d, 1 H, J = 15.8 Hz), 7.06 (d, 1 H, J = 15.8 Hz), 3.62 (t, 2H, J = 6.1 Hz), 3.45 (t, 2H, J = 7.1 Hz), 3.35-3.31 (m, 3H), 3.19- 3.09 (m, 2H), 2.09-1 .99 (m, 2H), 1 .95-1 .84 (m, 4H). (0188) Yield: 0.53g (82percent), white solid, 1 H NMR (400 MHz, CD3OD): delta = 9.12 (d, 1 H, J = 1 .6 Hz), 8.90-8.83 (m, 2H), 8.15 (dd, 1 H, J = 8.2 Hz, 5.8 Hz), 7.67 (d, 1 H, J = 15.8 Hz), 7.01 (d, 1 H, J = 15.8 Hz), 3.42-3.34 (m, 4H), 2.99 (td, 2H, J = 12.7 Hz, 2.3 Hz), 2.02-1 .94 (m, 2H), 1 .69- 1 .58 (m, 3H), 1 .50-1 .34 (m, 6H).

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, 19337-97-4, trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; CENTRE HOSPITALIER UNIVERSITAIRE VAUDOIS CHUV; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC); VOGEL, Pierre; DUCHOSAL, Michel; AIMABLE, Nahimana; INMACULADA, Robina; MOLLINEDO, Faustino; NENCIONI, Alessio; (105 pag.)WO2018/24907; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19337-97-4 ,Some common heterocyclic compound, 19337-97-4, molecular formula is C8H7NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a mixture of (E)-3-(pyridin-3-yl)acrylic acid (37 mg, 0.25 mmol) in DMF (2 mL) was added EDCI (78 mg, 0.41mmol), HOBt (41 mg, 0.31 mmol), triethylamine (0.06mL, 0.41mmol), and compound 40a (65 mg, 0.2 mmol), and the reaction mixture was stirred for 4 h at room temperature. DMF was evaporated under reduced pressure. The residue was extracted with ethyl acetate (4 mL × 3). The combined organic layers were washed with saturated aqueous NaHCO3 solution, saturated aqueous NH4Cl solution and brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The resulting mixture was purified by silica column chromatography to give the target compound 19 as white solid (45 mg, 50percent). 1H NMR (400 MHz, CDCl3) delta 8.76 (s, 1H), 8.57 (d, J = 4.2 Hz, 1H), 7.81 (d, J = 8.0 Hz, 1H), 7.65 (d, J = 15.7 Hz, 1H), 7.60 (s, 1H), 7.52 (s, 1H), 7.30 (t, J = 9.1 Hz, 3H), 7.23 (d, J = 7.7 Hz, 3H), 7.12 (d, J = 6.5 Hz, 3H), 6.47 (d, J = 15.7 Hz, 1H), 5.78 (s, 1H), 3.37 (dd, J = 13.2, 6.8 Hz, 2H), 2.63 (t, J = 7.3 Hz, 2H), 1.60 ? 1.52 (m, 4H), 1.30 (dt, J = 15.4, 7.6 Hz, 2H). 13C NMR (125 MHz, CDCl3) delta 165.4, 150.3, 149.1, 143.5, 139.1, 137. 7, 136.9, 134.6, 133.1, 130.7, 129.3, 128.9, 127.0, 125.4, 124.7, 123.8, 122.7, 122.1, 39.7, 35.1, 30.2, 29.3, 25.9. HRMS(ESI) m/z calculated for C25H28N3O3S [M + H]+: 450.1846, found 450.1846.

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. 19337-97-4, trans-3-(3-Pyridyl)acrylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Kuojun; Ni, Yong; Chen, Jiaxuan; Tu, Zhengchao; Wu, Xiaoxing; Chen, Dong; Yao, Hequan; Jiang, Sheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 12; (2019); p. 1502 – 1506;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19337-97-4, Adding some certain compound to certain chemical reactions, such as: 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid,molecular formula is C8H7NO2, 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 19337-97-4.

General procedure: To a mixture of (E)-3-(pyridin-3-yl)acrylic acid (37 mg, 0.25 mmol) in DMF (2 mL) was added EDCI (78 mg, 0.41mmol), HOBt (41 mg, 0.31 mmol), triethylamine (0.06mL, 0.41mmol), and compound 40a (65 mg, 0.2 mmol), and the reaction mixture was stirred for 4 h at room temperature. DMF was evaporated under reduced pressure. The residue was extracted with ethyl acetate (4 mL ¡Á 3). The combined organic layers were washed with saturated aqueous NaHCO3 solution, saturated aqueous NH4Cl solution and brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The resulting mixture was purified by silica column chromatography to give the target compound 19 as white solid (45 mg, 50%).

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. 19337-97-4, trans-3-(3-Pyridyl)acrylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Kuojun; Ni, Yong; Chen, Jiaxuan; Tu, Zhengchao; Wu, Xiaoxing; Chen, Dong; Yao, Hequan; Jiang, Sheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 12; (2019); p. 1502 – 1506;,
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. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. A new synthetic method of this compound is introduced below., SDS of cas: 19337-97-4

Compound 5-3 (2.5 g, 6 mmol) was dissolved in dichloromethane (25 ml), trifluoroacetic acid (5 ml) was added,The solvent was evaporated under reduced pressure for 2 hours to give a brown oil.The reaction mixture was dissolved in dichloromethane (40 ml), and N, N-diisopropylethylamine (2.14 ml, 12 mmol), trans-3 (3-pyridyl) allyl (893 mg, 3 mmol) (2.3 g, 12 mmol), DMAP (145 mg, 0.12 mmol), reacted at room temperature for 8 hours,Saturated ammonium chloride (50 ml) was added and extracted with dichloromethane (50 ml x 3). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure and subjected to column chromatography to give compound 2 ((E) -N- 5- (3- (2-amino-6- (cyclopropylamino) pyrimidin-4-yl) phenol) pentyl) -3- (pyridin-3-yl) acrylamide) (1.7 g, ).

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, 19337-97-4, trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; Chinese Academy Of Sciences Guangzhou Bio-pharmaceutical And Health Institute; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; China Pharmaceutical University; Jiang Sheng; Tu Zhengchao; Zhu Jidong; Yao Hequan; Yao Yiwu; Tan Xiaochu; Gu Shoulai; Qiu Yatao; (30 pag.)CN106928192; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem