Day: March 16, 2022

Application of 932702-11-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 932702-11-9 as follows.

Under an argon atmosphere, thionyl chloride (241 mg, 147 41) was added to a solution of iNpyrazolo[4,3-c]pyridine-3-carboxylic acid (300 mg, CAS: 932702-11-9) in ethanol (20 mL). The mixture was then heated to reflux and was allowed to stir for 2 hours. The mixture was cooled to room temperature and was quenched with sat. Na2CO3 solution. The aqueous layer was extracted twice with ethyl acetate (80 mL). The organic layers were washed once with brine, dried overNa2SO4, filtered, evaporated and dried at high vacuum to provide the title compound as a light yellow powder (228 mg, 62%). MS (mlz): 192.1 [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,932702-11-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERT, Jerome; HUNZIKER, Daniel; KUEHNE, Holger; LUEBBERS, Thomas; MARTIN, Rainer E.; MATTEI, Patrizio; NEIDHART, Werner; RICHTER, Hans; RUDOLPH, Markus; PINARD, Emmanuel; (450 pag.)WO2017/37146; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 38923-08-9, Adding some certain compound to certain chemical reactions, such as: 38923-08-9, name is Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate,molecular formula is C10H9N3O4, 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 38923-08-9.

A suspension of ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate (20) (20 g, 85 mmol) in MeOH (200 ml) was cooled to 0 C, 12M hydrogen chloride (70 ml, 850 mmol) was added drop wise followed by portion wise addition of zinc (22.3 g, 340 mmol). The reaction mixture was stirred for 30 minutes.Next, MeOH (140 ml) was added and the reaction was quenched with concentrated NH3(15 equiv.) and filtered. The solid residue was washed with MeOH (2 x 25 ml). The filtratewas concentrated and re-suspended in CHC13 (700 ml), H20 (300 ml) and concentrated NH3(300 ml, 35% solution). This mixture was stirred until everything was dissolved. The layerswere separated and the water layer was extracted once with CHC13. The organic layers werecombined, washed with a saturated aqueous NaC1 solution (50 ml), dried over MgSO4,filtered and concentrated in vacuo to yield ethyl 6-aminoimidazo [1 ,2-a]pyridine-2-carboxylate (21) (11.8 g, 68%) as a grey/green solid. UPLC-MS confirmed that the desired product was obtained.

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. 38923-08-9, Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNTHON BIOPHARMACEUTICALS B.V.; HUIJBRGTS, Tijl; ELGERSMA, Ronald Christiaan; BEUSKER, Patrick Henry; JOOSTEN, Johannes Albertus Frederikus; COUMANS, Rudy Gerardus Elisabeth; SPIJKER, Henri Johannes; MENGE, Wiro; DE GROOT, Franciscus Mariuns Hendrikus; WO2015/185142; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 116855-08-4, 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.116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, molecular formula is C7H5N3O2, molecular weight is 163.13, as common compound, the synthetic route is as follows.

Step 5[00179] To a solution of lH-pyrazole[3,4-£]pyridine-3-carboxylic acid (V) (0.39 g, 2.4 mmol) in dry MeOH (10 mL) was added concentrated H2S04 (4 drops) and refluxed for 6 h under nitrogen. The solution was cooled and the solvent was evaporated under vacuum. The residue was partitioned between DCM and saturated NaHC03 solution. The organic layer was separated, dried over MgS04, filtered and concentrated under reduced pressure. The crude product was purified on a flash silica gel column (100% DCM?100:3 DCM:MeOH) to produce methyl lH-pyrazolo[3,4-6]pyridine-3- carboxylate (VI) as a white solid (382 mg, 2.16 mmol, 90% yield). 1H NMR (CDC13) delta ppm 4.08 (s, 3 H), 7.38 (m, 1 H), 8.63 (dd, J=8.10, 1.51 Hz, 1 H), 8.72 (dd, J=4.62, 1.41 Hz, 1 H); ESIMS found for C8H7N302 mlz 178.2 (M+H).

Statistics shows that 116855-08-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; EPITHERIX, LLC; HOOD, John; KC, Sunil Kumar; WALLACE, David Mark; WO2011/84486; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 866807-27-4, 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. 866807-27-4, name is 3-Amino-6-chloropyridine-2-carboxylic acid, molecular formula is C6H5ClN2O2, 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.

3-amino-6-chloro-pyridine-2-carboxylic acid (95 mg, 0.55 mmol) is taken up in THF (1 mL) and combined with BH3-THF complex (2.2 mL, 2.2mmol, 1 M in THF). The reaction mixture is stirred for 2 d at 200C. The reaction is ended with dilute HCl and H2O, then neutralised with NaHCO3, extracted with EtOAc, the organic phase is dried on MgSO4, the solvent is eliminated in vacuo and (3-amino-6-chloro-pyridin-2-yl)-methanol is obtained (HPLC-MS: tRet. = 0.79 min, MS(M+H)+ = 159; method AFEC).

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 866807-27-4, 3-Amino-6-chloropyridine-2-carboxylic acid.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; MCCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7116; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1142197-14-5, 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.1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine, molecular formula is C8H8BrN, molecular weight is 198.06, as common compound, the synthetic route is as follows.

To a stirred solution of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (125 mg, 0.54 mmole) in 8 mL of CH2Cl2, was added 1-methyl imidazole (0.11 mL, 2.5 equiv.) at 0-5 C. under nitrogen atmosphere. The reaction mixture was stirred for 10 min at 0-5 C. and then added methane sulfonyl chloride (0.05 mL, 1.2 equiv) at the same temperature. It was stirred for 1 h at 0-50 C. Then 6-methylpyridin-2-amine (58 mg, 1 equiv) was added, and stirred for 18h at room temperature. Water (15 mL) was added to the reaction mixture, layers were separated and aqueous layer was extracted with DCM (3×15 mL). The combined organic layer was washed with 1N HCl (15 mL), followed by Sat NaHCO3 (15 mL) and then with brine (10 mL). Combined organic layer was dried over Na2SO4, concentrated and purified by ISCO (silica gel, eluted by 5% MeOH in DCM gradient) to obtained 171 mg (99%) of titled compound as a clear oil.

Statistics shows that 1142197-14-5 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-5-cyclopropylpyridine.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 29241-66-5, 5-Bromo-2-fluoronicotinic acid, 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, HPLC of Formula: C6H3BrFNO2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H3BrFNO2

Iodomethane 0.75 mL (12 mmol) and potassium carbonate 2.5 g (18 mmol) were added to a DMF (8 mL) solution of 5-bromo-2-fluoronicotinic acid 2.0 g (9.1 mmol), and the mixture was stirred at room temperature for 20 hours. After the completion of the reaction, water was added to the reaction mixture, and followed by extraction with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (eluting solvent: hexane:ethyl acetate) to give the title compound 1.7 g (7.3 mmol, yield 80%) as a white solid. Mass spectrum (CI, m/z):234, 236[M+1]+. 1H-NMR spectrum (400MHz, DMSO-d6) delta:8.66 (dd, J = 1.3, 2.6 Hz, 1H), 8.56 (dd, J = 2.6, 8.2 Hz, 1H), 3.89 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29241-66-5, 5-Bromo-2-fluoronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; UBE Industries, Ltd.; KOMORI, Ken-ichi; NINOMIYA, Akishi; USHIYAMA, Shigeru; SHINOHARA, Masaru; ITO, Koji; KAWAGUCHI, Tetsuo; TOKUNAGA, Yasunori; KAWADA, Hiroyoshi; YAMADA, Haruka; SHIRAISHI, Yusuke; KOJIMA, Masahiro; ITO, Masaaki; KIMURA, Tomio; (432 pag.)EP3333163; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 799293-73-5, 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. 799293-73-5, name is 3-Bromofuro[3,2-c]pyridin-4-amine, molecular formula is C7H5BrN2O, 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.

1, 1-dimethylethyl 5-(4-aminofurof3,2-clDyridin-3-yl)-4-fluoro-2,3-dihvdro-1H-indole-1- carboxylate3-Bromofuro[3,2-c]pyridin-4-amine (310 mg, 1 .455 mmol), 1 , 1-dimethylethyl 4-fluoro-5- (4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2,3-dihydro-1 H-indole-1-carboxylate (577 mg, 1 .589 mmol), PdCI2(dppf)-CH2CI2 adduct (65 mg, 0.080 mmol), 1 ,4-Dioxane (15 mL), and saturated aqueous sodium bicarbonate (4.5 mL, 4.50 mmol) were added to a 200 mL flask equipped with a reflux condenser. The flask was evacuated and filled with nitrogen 4 times, and then the mixture was stirred at 100 C under Nitrogen for 15 hours. LCMS showed complete and clean conversion, so it was cooled and filtered through celite, rinsing with EtOAc (50 mL). The filtrate was washed with half-saturated aqueous NaHC03 (50 mL), and the aqueous phase was back-extracted with ethyl acetate (2 chi 50 mL). The combined organic phases were washed with brine (1 chi 100 mL), dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by flash chromatography (Analogix, 60 g Si02, 10%-75% EtOAc in hexanes gradient over 60 minutes) to give 1 ,1 -dimethylethyl 5-(4-aminofuro[3,2-c]pyridin-3-yl)-4-fluoro-2,3-dihydro- 1 H-indole-1 -carboxylate (205 mg, 0.555 mmol, 38.1 % yield) as an off-white solid. LC/MS (ES) m/z = 370 [M+H]+

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 799293-73-5, 3-Bromofuro[3,2-c]pyridin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 912934-77-1, 6-Bromopyridine-2-sulfonyl chloride, 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, name: 6-Bromopyridine-2-sulfonyl chloride, blongs to pyridine-derivatives compound. name: 6-Bromopyridine-2-sulfonyl chloride

Step 1-Preparation of 1-((6-bromopyridin-2-yl)sulfonyl)pyrrolidine-3-carbonitrile, 64 To 6-bromopyridine-2-sulfonyl chloride (100 mg, 0.39 mmol) was added pyrrolidine-3-carbonitrile (37.48 mg, 0.39 mmol) and dichloromethane (2 ml). The reaction was allowed to stir at room temperature for 30 minutes. The reaction was quenched with saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and concentrated to dryness to provide 1-((6-bromopyridin-2-yl)sulfonyl)pyrrolidine-3-carbonitrile 64. This material was used in the next step without further purification.

The synthetic route of 912934-77-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plexxikon Inc.; Wu, Guoxian; Wu, Jeffrey; Chan, Katrina; Dong, Ken; Ewing, Todd; Ibrahim, Prabha N.; Lin, Jack; Spevak, Wayne; Zhang, Ying; (150 pag.)US2017/158690; (2017); 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. 1440519-73-2, name is 2-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one. A new synthetic method of this compound is introduced below., Recommanded Product: 1440519-73-2

General procedure: Procedure A: To a solution of 5-bromo-2-(4-methoxybenzyl)isoindolin-1-one (1, 0.5 g, 1.5 mmol) in dioxane (10 mL) was added 7H-pyrrolo[2,3-d]pyrimidine (2, 0.27 g, 2.25 mmol) and potassium tert-butoxide (0.51 g, 4.52 mmol) followed by the addition of XantPhos (0.087 g, 0.15 mmol). The reaction mixture was degassed with argon for 15 min. Tris(dibenzylideneacetone)dipalladium(0) (0.14 g, 0.15 mmol) was then added and the reaction mixture was heated at 90 C. and maintained at that temperature for 12 h. (0193) Following heating, the reaction mixture was cooled and concentrated under reduced pressure. The concentrated reaction mixture was extracted in ethyl acetate. The organic layer was separated, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue obtained was purified by silica gel (100-200 mesh) column chromatography using 5% methanol in dichloromethane as eluent so as to afford 2-(4-methoxybenzyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)isoindolin-1-one (3). Yield: 0.21 g, 38%;

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, 1440519-73-2, 2-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); 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 75279-39-9, name is N-(4-Aminopyridin-2-yl)acetamide. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H9N3O

General procedure: To a 1 dram vial was added 2-substituted-4-phenoxy intermediate 25 (0.066mmol), substituted aminopyridine (0.165mmol), DMF (1mL) and a 60 % dispersion of sodium hydride (0.132mmol) in mineral oil. The resulting reaction mixture was stirred at room temperature for 1h. An aliquot was diluted with wet methanol and analyzed by LCMS. The reaction mixture was quenched with wet DMF and purified by reverse phase HPLC to obtain compound 26.

With the rapid development of chemical substances, we look forward to future research findings about 75279-39-9.

Reference:
Article; Harikrishnan, Lalgudi S.; Warrier, Jayakumar; Tebben, Andrew J.; Tonukunuru, Gopikishan; Madduri, Sudhakara R.; Baligar, Vishweshwaraiah; Mannoori, Raju; Seshadri, Balaji; Rahaman, Hasibur; Arunachalam; Dikundwar, Amol G.; Fink, Brian E.; Fargnoli, Joseph; Fereshteh, Mark; Fan, Yi; Lippy, Jonathan; Ho, Ching-Ping; Wautlet, Barri; Sheriff, Steven; Ruzanov, Max; Borzilleri, Robert M.; Bioorganic and Medicinal Chemistry; vol. 26; 5; (2018); p. 1026 – 1034;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem