Tag: M.W:100-200

Reference of 1262860-54-7, 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 1262860-54-7, name is 5-(2-Methoxyethoxy)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Compound 3 (180 mg, crude), ferf-butyl-(2-amino-4-(thiophen-2- yl)phenyl)carbamate (147 mg, 0.51 mmol) and EDCI (194 mg, 1.01 mmol) were combined in pyridine (4 mL). The reaction was stirred at rt overnight and (0241) concentrated in vacuo. The crude material was purified via column chromatography on silica gel (200-300 mesh, eluting with petroleum ether/EtOAc = 1 :1 ) to afford Compound 4 (175 mg, 40.8%).

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 1262860-54-7, 5-(2-Methoxyethoxy)picolinic acid.

Reference:
Patent; REGENACY PHARMACEUTICALS, LLC; VAN DUZER, John H.; MAZITSCHEK, Ralph; BLUM, Charles; JARPE, Matthew B.; (53 pag.)WO2020/76951; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 36953-37-4, 4-Bromopyridin-2(1H)-one, 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, 36953-37-4, blongs to pyridine-derivatives compound. Recommanded Product: 4-Bromopyridin-2(1H)-one

Compound 41.2. 7-Bromo-[l ,2,4]triazolo[4,3-]pyridine. 4-Bromo-2- hydrazinylpyridine (compound 41.1) was suspended in formic acid (3 mL). The mixture was heated at 100 C for one hour, then upon complete reaction, the mixture cooled to room temperature. The volatile organics were removed under reduced pressure, then water (50 mL) was added to the residue. The solids that formed were filtered, washed with water and dried under reduced pressure at 50 C to give 1.68 g (90%) of the title compound as an off-white solid, m/z (ES+) 198, 200 (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,36953-37-4, its application will become more common.

Reference:
Patent; 3-V BIOSCIENCES, INC.; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2014/8197; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 896139-85-8, Adding some certain compound to certain chemical reactions, such as: 896139-85-8, name is Imidazo[1,2-a]pyridin-7-ol,molecular formula is C7H6N2O, 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 896139-85-8.

To a solution ofimidazo[l,2-a]pyridin-7-ol (CAS 896139-85-8; 128 mg, 0.955 mmol) in dryNMP (2 mL) is added CS2CO3 (311 mg, 0.955 mmol). The reaction mixture is degassed with N2 for 5 min and stirred at RT for 45 min. Copper(I) chloride (CAS 7758-89-6; 10 mg, 0.10 mmol) and bromobenzene (CAS 108-86-1 ; 100 mg, 0.64 mmol) are added and the mixture is stirred at 160 C for 3 h under microwave irradiation. Copper (I) chloride (10 mg, 0.10 mmol) is added and the reaction mixture is heated at 160 C for 1 h under microwave irradiation. Imidazo[l,2-a]pyridin-7-ol (86 mg, 0.64 mmol) is added and the reaction mixture is heated at 160 C for 1 h under microwave irradiation. The reaction medium is quenched with a water and sat. aq. NaFtCC solution mixture and extracted with EtOAc. The organic layers are combined, dried over Na2S04, filtered and concentrated. Traces of NMP are removed under nitrogen flush to afford Int 17 that is used as such.

According to the analysis of related databases, 896139-85-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; DESROY, Nicolas; JONCOUR, Agnes, Marie; PEIXOTO, Christophe; TEMAL-LAIB, Taoues; TIRERA, Amynata; BUCHER, Denis; AMANTINI, David; DE VOS, Steve, Irma, Joel; BRYS, Reginald, Christophe, Xavier; (396 pag.)WO2019/238424; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 72141-44-7, name is 4-Chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 72141-44-7

INTERMEDIATE 33 4-(3-Bromo-4-fluoro-lH-pyrazol-l-yl)-2-methoxypyridine To a solution of 3-bromo-4-fluoro-lH-pyrazole (300 mg, 1.819 mmol) in anhydrous DMSO (4 mL) was added NaH (80 mg, 2.0 mmol) at 0 C. The mixture was stirred for 30 min at 0 C, followed by the addition of 4-chloro-2-methoxypyridine (261 mg, 1.819 mmol) in DMSO (1 mL). The resulting mixture was stirred at 90 C overnight. The mixture was cooled to room temperature, quenched with water (10 mL) and extracted with EtOAc (40 mL x 3). The organic layer was collected and dried over Na2S04. The solvent was removed in vacuo to give the crude product. This was purified by flash chromatography (ISCO Combiflash, lOg, Biotage Si column, ~30 mL/min, 100% hexanes 5 min, gradient to 100% EtOAc in hexanes 15 min ) to afford 4-(3-bromo-4-fluoro-lH-pyrazol-l-yl)-2-methoxypyridine. LCMS calc. = 273.98; found = 273.95 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 72141-44-7.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, 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: C9H10N2O, blongs to pyridine-derivatives compound. COA of Formula: C9H10N2O

Example 8: (2-Methoxy-4,6-dimethylpyridin-3-yl)methanamine To a slurry solution of aluminum (III) lithium hydride (234 mg, 6.17 mmol) in diethyl ether (2 ml_) was added a saturated solution of 2-methoxy-4,6- dimethylnicotinonitrile (500 mg, 3.08 mmol) in ether (5 ml_) and stirred at room temperature for 1 h. After completion of the reaction, minimum amount of water was carefully added and the crude product obtained was extracted with hot benzene / toluene and concentrated. Resulting oily compound was distilled at 0.5 mm vacuum at 95-100 SC to obtain the title compound. Yield: 300 mg (58.66 %); 1H NMR (DMSO-d6, 300 MHz): delta 6.53 (s, 1 H), 3.92 (s, 3H), 3.76 (s, 2H), 2.36 (s, 3H), 2.27 (s, 3H); MS (ESI+): m/z 166.9 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; GUPTE, Amol; ROYCHOWDHURY, Abhijit; JADHAV, Ravindra, Dnyandev; KANDRE, Shivaji, Sadashiv; KADAM, Kishorkumar, Shivajirao; CHAVAN, Sambhaji; GADEKAR, Pradip, Keshavrao; GUHA, Tandra; WO2014/155301; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1839-17-4 , The common heterocyclic compound, 1839-17-4, name is N4-Methylpyridine-3,4-diamine, molecular formula is C6H9N3, 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.

PREPARATION 7 Preparation of 1-methyl-2(3H)-oxo-imidazo-[4,5-c]pyridine 3-Amino-4-methylaminopyridine was reacted in the manner similar to that described in Preparation 6 to give the title compound. m.p.: 263-265 C. IR (KBr,cm-1): 2739; 1715; 1624. NMR (D2 O): 8.18(1H,s); 8.13(1H,d, J=5.3HZ); 7.1(1H,d, J=5.3Hz); 3.27(3H,s).

The synthetic route of 1839-17-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheil Foods & Chemicals, Inc.; US5281589; (1994); 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. 628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Chloro-3-fluoroisonicotinic acid

Step A: A mixture of 2-chloro-3-fluoroisonicotinic acid (2.0 g, 10.0 mmol) in thionyl chloride (42 mL) was heated to 80 0C. The homogenous solution was stirred for 2 hours, concentrated under reduced pressure, and pumped dry on high vacuum overnight to give crude 2-chloro-3-fluoroisonicotinoyl chloride. Crude 2-chloro-3-fluoroisonicotinoyl chloride (1.04 g, 5.4 mmol) was added to a stirred solution of JV-(3-amino-2-chloro-4-fluorophenyl)-7V-(4- methoxybenzyl)propane-l -sulfonamide (2.08 g, 5.4 mmol) in anhydrous CHCl3 (15 mL), and the reaction mixture was stirred at room temperature overnight. The reaction mixture was quenched by adding sat. aqueous NaHCO3 solution, followed by extraction with DCM (3X). The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure. The crude product was purified using flash chromatography (gradient elution, solvent: 0-50% ethyl acetate in heptanes) to afford 2-chloro- LambdaL(2-chloro-6-fluoro-3-(N-(4-methoxybenzyl)propylsulfonamido)phenyl)-3- fluoroisonicotinamide (2.75 g, 94%). 1H NMR (500 MHz, DMSO-^6) delta 10.67 (s, IH), 8.44 (d, IH), 7.71 (t, IH), 7.35 (m, 2H), 7.13 (t, 2H), 6.82 (dd, 2H), 4.81 (d, IH), 4.63 (d, IH), 3.70 (s, 3H), 3.37 – 3.20 (m, 2H), 1.80 (d, 2H), 1.01 (dt, 3H). LC/MS: m/z 544.1 [M+l].

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, 628691-93-0, 2-Chloro-3-fluoroisonicotinic acid.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; ZHAO, Guiling; BUCKMELTER, Alexandre J.; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25938; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 15103-48-7 , The common heterocyclic compound, 15103-48-7, name is Pyridine-2-sulfonic acid, molecular formula is C5H5NO3S, 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.

A dried Schlenck tube was charged with pyridine sulfonicacid (PySO3H,0.342 mmol) and KOtBu (0.342 mmol). Afteraddition of methanol, the reaction mixture was allowed to stirfor 30min then [RuCl2(p-cymene)]2 (0.1 g, 0.163 mmol)wasadded. The reaction mixture was stirred under nitrogen for 24h. The yellow suspension became a clear red solution withina few minutes. As the reaction progress, the solution becamecloudy then an orange-yellow solid appeared. The solid wascentrifuged and washed with diethyl ether (2 x 10 mL).The additional compound was obtained from the supernatantby subsequently drying, then dissolving the residuein dichloromethane followed by precipitation with hexane.Orange yellowsolid; yield: 106 mg (76%); Anal.Calcd. forC15H18ClNO3RuS:C41.96;H4.22;N3.26; S 7.45. Found:C41.86;H4.11;N3.58; S 7.24. FTIR (KBr, cm-1): 3051, 2974,1591, 1288, 1436; 1HNMR(CDCl3, delta): 8.76 (d, 1H, J= 5.1),8.01 (m, 1H), 7.88 (d, 1H, J=7.5), 7.57 (t, 1H), 5.78 (d, 1H, J=5.7), 5.69 (d, 1H, J= 5.7), 5.59 (d, 1H, J 6.0), 5.49 (d, 1H, J=6.0), 3.05 (m, 1H), 2.22 (s, 3H), 1.36 (t, 6H, J=7.2); 13CNMR(CDCl3, delta): 157.34, 153.57, 140.57, 127.84, 122.79, 103.97,97.65, 82.10, 81.92, 81.64, 80.54, 30.96, 22.91, 21.65, 18.39;ESI-MS: 394.0051 (M-Cl)+ calculated for C15H18NO3RuS,found 394.0026.

The synthetic route of 15103-48-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Singh, Keisham S; Sawant, Sneha G; Kaminsky, Werner; Journal of Chemical Sciences; vol. 130; 9; (2018);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine. A new synthetic method of this compound is introduced below.

Step A. (3,6-dichloro-pyridin-2-yl)-acetic acid ethyl ester Malonic acid t-butyl ester ethyl ester (7.1 mL, 36 mmol) was added via syringe over one minute with swirling to a frozen mixture of NaH (968 mg, 38.3 mmol) in DMSO (10 mL) at 0 C. The ice bath was removed and the mixture was stirred at rt for 15 min, and then at 115 C. for less than a minute until H2 evolution had subsided, and was then allowed to cool to rt. A solution of 2,3,6-trichloropyridine (3.26 g, 17.9 mmol) (J. Chem. Soc. C: Organic 1375, 1970) in DMSO (12 mL) was added, and the reaction stirred at 115 C. for 4 h. The reaction was then cooled to rt, shaken with 0.5 M NaH2PO4 (100 mL), and extracted with ether (1*50 mL; 2*25 mL). The organic layers were combined, washed with brine (1*20 mL), dried (Na2SO4), and concentrated under high vac at 95 C. to give a mixture of dichloro-pyridin-2-yl-malonic acid tert-butyl ester ethyl ester regioisomers as a clear amber oil (6.40 g) that was immediately used in the next step without further purification or characterization.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6515-09-9, 2,3,6-Trichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Player, Mark R.; Lu, Tianbao; Hu, Huaping; Zhu, Xizhen; Teleha, Christopher; Kreutter, Kevin; US2007/225282; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 56673-34-8 ,Some common heterocyclic compound, 56673-34-8, molecular formula is C5H4BrNS, 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 solution of 5-bromopyridine-2-thiol (3.9 g) in THE (100 mL) was added NaH (1.24 g) at 0C and the mixture was stirred at 0C for 30 minutes. Then (bromomethyl)cyclopropane (2.79 g) was added. The mixture was allowed to warm to RT and stirred for 6 hours. The mixture was poured into ice water (200 mL) and extracted with EA (100 mL x 3). The combined organic phases were washed with brine(50 mL) and then dried over Na2504. After filtration and evaporation of the solvent, the residue was purified by SGC (eluent: PE) to provide the subtitle compound. MS ESI:m/z = 244 [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,56673-34-8, its application will become more common.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BUNING, Christian; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; HALLAND, Nis; LOHMANN, Matthias; POeVERLEIN, Christoph; RITTER, Kurt; WO2015/150565; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem