Day: April 20, 2022

Synthetic Route of 896722-51-3, 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. 896722-51-3, name is 6-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

To a solution of 14b (4.50 mmol, 1.22 g) in 30 mL ethanol wasadded 4N NaOH solutions (10 mL). The resulting mixture washeated to reflux for 10 h, cooled down to room temperature andconcentrated under reduced vacuum. Water (30 mL) was added tothe reaction, and the mixturewas extracted with EtOAc (15mL 3).The combined organic phase was dried over anhydride sodiumsulfate and concentrated under reduced vacuum. The residue wasfurther purified by column chromatography on silica gel using PE/EA as eluent to afford product 7o, yield: 70%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,896722-51-3, 6-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153747-97-8, Adding some certain compound to certain chemical reactions, such as: 153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate,molecular formula is C14H20BrN3O2, 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 153747-97-8.

To a stirred solution of tert-butyl 4-(5-bromo-2-pyridyl)piperazine-1-carboxylate (3 g, 8.77mmol) in dioxane (30 mL), 4 N HCl in dioxane (10 mL) was added at RT and stirred for 4 h(TLC indicated complete consumption of starting material). EtOAc (50 mL) was added to thereaction mixture, stirred for 30 min., the solid was filtered, washed with ether (20 mL) anddried under reduced pressure to afford 1-(5-bromo-2-pyridyl)piperazine hydrochloride (2.1 g,93%) as an off-white solid. LCMS (ESI+ ): m/z: 242.43 [M+Ht.

According to the analysis of related databases, 153747-97-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MITOBRIDGE, INC.; TAKAHASHI, Taisuke; KLUGE, Arthur; LAGU, Bharat; JI, Nan; (162 pag.)WO2018/125961; (2018); 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. 102645-33-0, name is 2,5-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, 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. name: 2,5-Dichloroisonicotinaldehyde

Intermediate 9: (2. 5-Dichloro-4-pyridinvl) methanedivl diacetate; Concentrated sulfuric acid (3 drops) was added to a suspension of 2, 5-dichloro-4- pyridinecarbaldehyde (Intermediate 8,4. 0g) in acetic anhydride (25ml) and the mixture was stirred at room temperature for 20h. The acetic anhydride was removed under vacuum to give the title compound as a pale brown oil. LC-MS: Rt 2.94min, MH+ 278

With the rapid development of chemical substances, we look forward to future research findings about 102645-33-0.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/73232; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 72617-82-4, 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.72617-82-4, name is 6-(2,2,2-Trifluoroethoxy)pyridin-3-amine, molecular formula is C7H7F3N2O, molecular weight is 192.14, as common compound, the synthetic route is as follows.

Step 3: 8-Hydroxy-2-[6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-2-aza-spiro[4.5]decan-1-one 6-(2,2,2-Trifluoro-ethoxy)-pyridin-3-ylamine (5.11 g, obtained in example 108, step 2) was added to a solution of 4-hydroxy-1-(2-methoxy-ethyl)-cyclohexanecarboxylic acid ethyl ester (5.10 g, obtained in example 2, step 3) in toluene (160 mL).

Statistics shows that 72617-82-4 is playing an increasingly important role. we look forward to future research findings about 6-(2,2,2-Trifluoroethoxy)pyridin-3-amine.

Reference:
Patent; Ackermann, Jean; Brugger, Stephan; Conte, Aurelia; Hunziker, Daniel; Neidhart, Werner; Nettekoven, Matthias; Schulz-Gasch, Tanja; Wertheimer, Stanley; US2011/92512; (2011); 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. 59020-10-9, name is 3-(Tributylstannyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

EXAMPLE 64 Ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(3-oxo-2-pyridin-3-yl-spiro[3.5]non-1-en-1-ylamino)propanoate A mixture of the compound of Example 63 (1.0 g, 1.6 mmol), 10% palladium on charcoal (15 mg), triphenylphosphine (100 mg, 0.32 mmol), copper (1) iodide (30 mg, 0.16 mmol), 3-pyridyl tributylstannane (560 mul, 1.7 mmol) in DMF (10 ml) was heated to 100 under a nitrogen atmosphere fro 2 hours. The slvent was removed by evaporation in vacuo and the residue purified by column chromatography (SiO2; 666:333:1 EtOAc:hexane;triethylamine) to give the title compound as a yellow oil (378 mg, 41%). deltaH (DMSO d6) 8.76 (2H, s), 8.60 (1H, m), 8.30 (2H, br. s), 7.94 (1H, d, J 8.0 Hz), 7.54 (2H, m), 7.34 (2H, m), 7.10 (1H, d, J 8.4 Hz), 4.34 (1H, m), 4.24 (2H, q, J 5.3 Hz), 3.25-2.95 (2H, m), 1.86-1.40 (10H, m), 1.26 (3H, t, J 5.3 Hz); m/z (ES+, 70V) 593.0 (MH+).

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, 59020-10-9, 3-(Tributylstannyl)pyridine.

Reference:
Patent; Brand, Stephen; Bailey, Stuart; Brown, Julien A.; Johnson, James A.; Porter, John R.; Head, John C.; US2002/169336; (2002); 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. 139585-48-1, name is 2-Chloro-5-methoxypyridine, molecular formula is C6H6ClNO, 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. HPLC of Formula: C6H6ClNO

A suspension of 2-(5-chloro-2,4-dimethoxyphenyl)-7-(piperazin-l-yl)imidazo[l,2- a]pyridine 1 (100 mg, 0,27 mmol), 2-chloro-5-methoxypyridine (42 mg, 0.29 mmol), (±)BINAP (17 mg, 0.027 mmol) and t-BuOK (90 mg, 0.80 mmol) in 1 ,4-dioxane (20 mL) was degassed with argon for 15 min. The mixture was then charged with Pd(OAc)2 (9.0 mg, 0.013 mmol) and degassed with argon for another 5 min. The resulting reaction mixture was stirred at 100- 1 10 C for 16 h in a sealed tube. The reaction mixture was cooled, filtered through a pad of celite and evaporated to dryness. The residue obtained was purified by combi-flash companion (silica gel, CH3OH/CH2Cl2) to provide 2-(5-chloro-2,4-dimethoxyphenyl)-7-(4-(5-methoxypyridin-2-yl)piperazin-1-yl)imidazo[1,2-a]pyridine 303b (25 mg, 19%) as an off-white solid. 1H NMR (400 MHz, DMSO-t/,.). delta 8.33 id. 2.8 Hz, 1H), 8.35 (d, J =7.6 Hz, 1H), 8.18 (s, 1H), 8.03 (m, I I I ). 7.91 (d, J= 2.8 Hz, i l l). 7.30 (dd, J =9.2, 3.2 Hz, IH), 6.91 (d. ./ 9.2 Hz, IH), 6.87 (s, IH), 6.85 (d, ./ 2.4 Hz, IH), 6.27 (s, IH), 4.01 (s, 3H), 3.93 (s, 3H), 3.74 (s, 3H), 3.54-3.52 (m, 4H), 3.51 -3.32 (m, 4H); HPLC (Method 1) 92.8% (AUC), = 1 1.80 min,; ESI+APC1 MS m/z 480 [M + H]+

With the rapid development of chemical substances, we look forward to future research findings about 139585-48-1.

Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 121643-44-5, 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. 121643-44-5, name is 2-Methoxy-3-(trifluoromethyl)pyridine, molecular formula is C7H6F3NO, 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.

2-Methoxy-3-trifluoromethyl-pyridine (2.7 g, 14.79 mmol) and 1 ,3-dibromo-5,5- dimethylhydantoin (5.28g, 18.48 mmol) were placed in a round-bottom flask. To this mixture was slowly added 40ml TFA. The mixture was stirred overnight at ambient temperature (16h). After completion of the reaction, TFA solvent was evaporated in vacuo and the resulting residue was neutralized to pH6-7 by the addition of saturated NaHC03. The aqueous layer was extracted with DCM two times and the combined extract was washed with brine, dried over magnesium sulfate and concentrated in vacuo to give a mixture of oil and white solid. The residue was redissolved into 20% Ethylacetate/Heptane (50ml) and the insoluble white solid was filtered off. The filtrate was concentrated and then purified by Flash- chromatography on silica gel (EtOAc/Heptane 5/95) to give 5-Bromo-2-methoxy-3- trifluoromethyl-pyridine as a colorless liquid (2.08 g, 52% yield).1 H-NMR (400 MHz, DMSO-d6, 298 K): ? ppm 4.03 (s, 3H) 7.95 (d, 1 H) 8.4 (d, 1 H).

According to the analysis of related databases, 121643-44-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; LEWIS, Ian; SMITH, Alexander, Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; WOLF, Romain; ZECRI, Frederic; WO2013/57711; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59782-86-4, Adding some certain compound to certain chemical reactions, such as: 59782-86-4, name is 2-Chloro-5-iodonicotinic acid,molecular formula is C6H3ClINO2, 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 59782-86-4.

To a solution of 2-chloro-5-iodonicotinicacid (1 g, 3.38 mmol), 3-(difluoromethyl)-4-methyl-benzylamine (876 mg, 4.22 mmol), and DIPEA (1.8 mL) in DMF (10 mL) cooled at 0C was added BOP reagent (1.65 g,3.73 mmol). The mixture was stirred at 0C for 2 h and atroom temperature for 1 h and diluted with a mixture of EtOAc(100 mL) and n-hexane (50 mL). The organic solution waswashed with water, saturated aqueous NaHCO3 and brine,dried over Na2SO4, and concentrated in vacuo. 2-Propanol(15 mL) was added to the residual solid, and the resultingsuspension was stirred at room temperature for 1 h. The precipitates were collected by filtration to yield 7 (1.11 g, 76%) as pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) delta: 9.17 (1H, t, J=6.0 Hz),8.73 (1H, d, J=2.3 Hz), 8.29 (1H, d, J=2.3 Hz), 7.52 (1H, br s),7.41 (1H, br d, J=7.7 Hz), 7.15 (1H, t, J=55.0 Hz), 7.29 (1H,br d, J=7.7 Hz), 4.46 (2H, d, J=6.0 Hz), 2.37 (3H, s). MS (ESI)m/z: 436.9 (M+H)+. HPLC purity 94.8% (4.37 min, method B).

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. 59782-86-4, 2-Chloro-5-iodonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1227588-59-1 ,Some common heterocyclic compound, 1227588-59-1, molecular formula is C6H3BrFNO, 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.

General procedure: To a solution of 1Himidazole4carbaldehyde (0.50 g, 5.20 mmol) and 6chloro4methoxynicotinonitrile (1.05 g, 6.24 mmol) in DMF (10 mL) was added K2CO3 (1.08 g, 7.81 mmol) at ambient temperature under a nitrogen atmosphere. The resulting reaction mixture was heated at 90C for 1 h. The reaction mixture was cooled to ambient temperature and diluted with ice water (30 mL). The resulting precipitate was filtered and was washed with ethanol (2 mL) to obtained Intermediate 11 (0.30 g, 25.00%).1H NMR (400 MHz, DMSOd6) G ppm 4.13 (s, 3 H), 7.81 (s, 1 H), 8.83 (s, 2 H), 8.95 (d, J = 1.19 Hz, 1 H), 9.87 (s, 1 H). LCMS (MethodL): retention time 0.75 min, [M+H] 229.1.

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. 1227588-59-1, 6-Bromo-5-fluoronicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YADAV, Navnath Dnyanoba; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; GUNAGA, Prashantha; PANDA, Manoranjan; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (444 pag.)WO2018/222795; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1020253-14-8, 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. 1020253-14-8, name is 6-Chloro-5-fluoronicotinonitrile, molecular formula is C6H2ClFN2, 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.

Step 1: 6-(3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-hydroxyazetidin-1-yl)-5-fluoronicotinonitrile (0252) 44 3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)azetidin-3-ol hydrochloride (3c, 200 mg, 0.4 mmol), 84 6-chloro-5-fluoronicotinonitrile (74.8 mg, 0.48 mmol), 23 potassium carbonate (247 mg, 4.0 mmol) and 8 DMF (2 mL) were combined and the mixture was heated at 80 C. for 3 hrs in a sealed tube. 31 Water (20 mL) was added and the resulting mixture was extracted with EtOAc (50 mL×3), the combined organic phases were washed with brine (20 mL), dried over Na2SO4, filtered, and concentrated in vacuo. Silica gel column chromatography gave the desired 85 product.

According to the analysis of related databases, 1020253-14-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; Blomgren, Peter A.; Currie, Kevin S.; Farand, Julie; Gege, Christian; Kropf, Jeffrey E.; Xu, Jianjun; (35 pag.)US2017/355693; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem