Month: April 2022

Related Products of 103058-87-3 , The common heterocyclic compound, 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde, molecular formula is C7H6BrNO2, 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.

Ethylene glycol (CASNo.107-21-1, 0.51 mL, 9.2 mmol, 2.0 eq) and a spatula of p-toluenesulfonic acid (PTSA, CASNo.104-15-4) were added to a solution of 5-bromo-2-methoxynicotinaldehyde (CASNo.25016-01-7, 1.0 g, 4.6 mmol, 1.0 eq) in toluene (20 mL). The reaction mixture was heated to reflux overnight. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic phase was washed with a saturated aqueous NaHCO3 solution, dried on Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (heptane/dichloromethane 90/10 to 20/80) to give the title compound (795 mg, 83%). LC/MS (ESI+) m/z 260.2 (M+H)+.

The synthetic route of 103058-87-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); 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. 112193-41-6, name is 5-Bromonicotinohydrazide. A new synthetic method of this compound is introduced below., Safety of 5-Bromonicotinohydrazide

To a solution 5-bromonicotinohydrazide (2 g, 9 mmol) in dioxane (48 mL) was added sodium bicarbonate (0.78 g, 9.2 mmol) and 20 mL of water. The reaction mixture was allowed to stir for 10 min. and then cynogen bromide (1.17g, 10 mmol) was added. The resulting clear solution was allowed to stir overnight at ambient temperature. At the conclusion of this period, a pinkish precipitate was collected by filtration to yield 5-(5-bromopyridin-3-yl)-l,3,4-oxadiazol-2-amine (3.4 g, 72 % yield). LCMS Method Y: retention time 1.43 min; [M+l] = 239.0, 241.0.

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, 112193-41-6, 5-Bromonicotinohydrazide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 10128-72-0, 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. 10128-72-0, name is Methyl 3-hydroxyisonicotinate, molecular formula is C7H7NO3, 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 chloride (200mg, 1.0 mmol, 1.0 eq), and phenol (153 mg, 1.0 mmol, 1.0 eq) in DMF (15 mE) was added K2C03 (414 mg, 3.0 mmol, 3.0 eq) and the reaction mixture was heated at 80-90 C. for 5 h. Solvent was removed and the residue was purified by column chromatography (EtOAc/MeOR) to give the alkylation product. MS: exact mass calculated for C15R13N303, 283.10; mlz found, 284 [M+R].

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 10128-72-0, Methyl 3-hydroxyisonicotinate.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 823221-93-8, 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.823221-93-8, name is 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, molecular formula is C6H2BrClF3N, molecular weight is 260.44, as common compound, the synthetic route is as follows.

A mixture of 5-bromo-2-chloro-4-(trifluoromethyl)pyridine (6.0 g, 23 mmol), tributyl(1-ethoxyvinyl)stannane (8.3 g, 23 mmol), and Pd(PPh3)4 (1.3 g, 1.2 mmol) in toluene (50 mL) was sparged with nitrogen for 5 min and then stirred at 120 C. for 1 h. After this time, the mixture was allowed to cool to rt and then poured into saturated aqueous KF solution (100 mL). The resulting mixture was stirred vigorously for 30 min and then extracted twice with EtOAc. The organic extracts were combined, dried with anhydrous Na2SO4, filtered, and then concentrated. The residue was purified by silica gel chromatography (0?5% EtOAc/petroleum ether) to afford the title compound as a yellow oil.

Statistics shows that 823221-93-8 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine.

Reference:
Patent; Janssen Pharmaceutica NV; Goldberg, Steven; Martin, Connor L.; Fennema, Elizabeth G.; Kummer, David A.; Nishimura, Rachel T.; Fourie, Anne M.; Xue, Xiaohua; (94 pag.)US2019/382373; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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