Tag: M.W:100-200

Synthetic Route of 1137-67-3, Adding some certain compound to certain chemical reactions, such as: 1137-67-3, name is 2-(Pyridin-3-yl)-1H-benzo[d]imidazole,molecular formula is C12H9N3, 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 1137-67-3.

Complex 1 waspreparedbylayeringmethod.Abufferlayerof asolution(10ml)ofacetonitrile-water(1:1,v/v)wascarefullylayeredover5mlofanaqueoussolutionof alpha-H3PMo12O40 6H2O(120mg,0.06mmol).Thenamethanol(5ml)of3-PyBim(23.4 mg,0.12mmol)wascarefullylayeredoverthebufferlayer.Tendayslater,redcrystalsappearedandwerecollectedanddriedin airafterquicklybeingwashedwithwater.Yield:108mg,91%based on alpha-H3PMo12O40 6H2O. Anal.Calcd(%)forC27H35Mo12-N7O44.5P: C,13.79;H,1.50;N,4.17;Found(%):C,13.71;H,1.42;N,4.08. IR(KBr) nu, cm1: fourcharacteristicvibrationsresultingfromheteropolyanionswiththeKegginstructure:803 nu(Mo-Oc), 878 nu(Mo-Ob), 961 nu(MoOt), 1065 nu(P-Oa); (Ot, terminal oxygenatomsconnecting oneMoatom;Ob, atomslocatedinasharedcornerbetweentwoMo 3O13 units; Oc, oxygenatomsconnectingedge-sharing MoO6 octahedra inaMo3O13 unit); andanothervibrationsresulting from3-PyBimmolecules:1449,1402,1316and1118

According to the analysis of related databases, 1137-67-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wei, Mei-Lin; Wang, Yu-Xia; Wang, Xin-Jun; Journal of Solid State Chemistry; vol. 209; (2014); p. 29 – 36;,
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. 118289-16-0, name is 2-Bromopyridine-4-methanol. A new synthetic method of this compound is introduced below., Safety of 2-Bromopyridine-4-methanol

To the solution of i (18 g, 95.74 mmol) in toluene (180 mL) was added dropwise phosphorous tribromide (13.4 mL, 143.62 mmol) at 0 C. under inert atmosphere. The mixture was heated at 100 C. for 30 min. The reaction was cooled at 0 C. and NaHCO3 solution added followed by extraction with EtOAc (2*500 mL). The combined organic layer were dried (Na2SO4) and evaporated in vacuo. The residue was purified over silica eluting with 15% EtOAc:Hexane to obtain ii (12.0 g, 50%). 1H NMR (CDCl3, 400 MHz): delta 8.35 (d, J=4.8 Hz, 1H), 7.51 (s, 1H), 7.26 (d, J=6.0 Hz, 1H) and 4.34 (s, 2H). MS 251.80 [M+H]+.

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, 118289-16-0, 2-Bromopyridine-4-methanol.

Reference:
Patent; Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire; US2013/252938; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, 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, Formula: C6H3ClF3NO, blongs to pyridine-derivatives compound. Formula: C6H3ClF3NO

[00532] An LDA solution was prepared from n-BuLi (2.5M in hexane, 9.0 mL, 22.4mmols, 1.3 eq) and diisopropylamine (2.60 g, 25.9 mmols, 1.5 eq) in THF (10 mL) at 0C. To the LDA solution was added a solution of 77 (3.40 g, 17.3 mmols, 1.0 eq) in THF(10 mL) dropwise at -78 C. The solution was stirred at -78 C for 2 hours. After TMSC1 (2.42 g, 22.4 mmols, 1.3 eq) was added dropwise, the reaction mixture was allowed to warm up to room temperature and stirred for 1 hour. Water (120 mL) was added. The aqueous layer was extracted with ethyl acetate (100 mL x 3), and the combined organic layers were dried over Na2SO4 and concentrated. The crude was purified on silica gel using petroleum ether (100 percent) as an eluent to afford the desired compound 78 (3.90 g, 14.4 mmols, 83.2%) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALPHARMAGEN, LLC; PUTMAN, David, G.; DASSE, Olivier; HOGENKAMP, Derk; (154 pag.)WO2016/144792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 135900-33-3, 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. 135900-33-3, name is 6-(Trifluoromethoxy)pyridin-3-amine, molecular formula is C6H5F3N2O, 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.

0383] To a solution of 8-chloroquinoline-7-carboxylic acid Int-56 (Example 166) (0.139 g, 0.674 mmol) in DMF (5 mL) was added DIPEA (0.49 mL 2.808 mmol), followed by HATU (0.42 g, 1.123 mmol) at 0 C, and the reaction mixture was stirred at 0 C for 15 min. Then 6- (trifluoromethoxy)pyridin-3 -amine (0.1 g, 0.561 mmol) was added to reaction mixture at 0 C. The reaction mixture was stirred at r.t. for 16 hrs. After completion of the reaction, the reaction mixture was diluted with water (10 mL) and extracted with Ethyl Acetate (2×50 mL). Combined organic layers were washed with water (2×30 mL), brine (20 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant crude product was purified by column chromatography (100-200 silica gel) using 50% Ethyl Acetate in Hexane as eluent to afford 50 mg (24% yield) of 8-chloro-N-(6-(trifluoromethoxy)pyridin-3-yl)quinoline-7-carboxamide 169 as an off-white solid. 1H-NMR (400 MHz, DMSO-d6): delta 11.08 (s, 1H), 9.12 (dd, J = 4.4, 1.6 Hz, 1H), 8.68 (d, J = 2.4 Hz, 1H), 8.55 (J = 8.4, 1.6 Hz, 1H), 8.37 (dd, J = 8.8, 2.4 Hz, 1H), 8.13 (d, J = 8.4 Hz, 1H), 7.79 (d, J = 8.8 Hz, 1H), 7.75 (dd, J= 8.4, 4.0 Hz, 1H), 7.38 (d, J= 8.8 Hz, 1H); MS (ESI) m/z 368.24 [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 135900-33-3, 6-(Trifluoromethoxy)pyridin-3-amine.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 147619-40-7, 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 147619-40-7, name is 5-Chloro-4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Add in 250ml three-necked flask5-chloro-4-methoxy-3-cyano-2- (1H) pyridone,48percent hydrobromic acid 150 ml,Heating reflux reaction for about 20-24 hours,Stop the reaction, this time the system is dark red solution.The reaction solution was concentrated at 90-95 ° C under reduced pressure to dryness,Add 200ml purified water beating,After stirring for 1 hour, the filtrate was filtered.Filter cake in 55-60 blast drying,Brown solid,That gimeracil,Weight 6.57 g, yield 83.2percentPurity of 99.91percent (see Figure 1),

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 147619-40-7, 5-Chloro-4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile.

Reference:
Patent; Nanjing Zhengda Tianqing Pharmaceutical Co., Ltd.; Zheng, Likang; Guo, Xuan; Zhang, Ping; Zhang, Linlin; Chai, Yuzhu; Xu, Dan; Yang, Zhimin; Tian, Zhoushan; (14 pag.)CN104592102; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98273-79-1, Methyl 3-chloroisonicotinate, 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, Recommanded Product: 98273-79-1, blongs to pyridine-derivatives compound. Recommanded Product: 98273-79-1

A 2.5 M hexane solution of BuLi (16.79 mL, 42.0 mmol) was added dropwise to a solution of diisopropylamine (6.23 mL, 43.7 mmol) in THF (150 mL) at -78 0C. The mixture was stirred at 0 0C for 15 min and cooled to -78 0C. Acetonitrile (2.192 mL, 42.0 mmol) was added dropwise. The solution gradually turned to milky white. After 1 h at -78 0C, methyl 3-chloroisonicotinate (3.00 g, 17.48 mmol) in THF (10 mL) was added dropwise. The flask was rinsed with THF (2 mL) and added. After 1 h at -78 0C, the mixture was quenched with brine (200 mL) and acidified to pH~l. THF was evaporated in vacuo. The aqueous residue was extracted withEtOAc (3×100 mL). The combined extracts were washed with brine (50 mL), dried (MgSO4) and concentrated to give impure 3-(3-chloropyridin-4-yl)-3- oxopropanenitrile as a tan solid (3.12 g, 81% pure, 80% yield). MS (ES+) m/z: 181 (M+H); LC retention time: 1.90 min (analytical HPLC Method A).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98273-79-1, Methyl 3-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/100171; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 82523-07-7, 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.82523-07-7, name is Methyl 3H-imidazo[4,5-c]pyridine-6-carboxylate, molecular formula is C8H7N3O2, molecular weight is 177.16, as common compound, the synthetic route is as follows.

5 g (28.22 mmol) of 3H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester was dissolved in 40 mL of NaOH aqueous solution (2M) under ice-cooling.After 4 h of reaction, the reaction mixture was adjusted to pH 7 with dilute hydrochloric acid (2M). Allow to stand and allow the solid to be analyzed. Filter, filter and wash with distilled water, dry, yield 1.757 g (38%) of the title compound. It is a pale yellow solid.

The chemical industry reduces the impact on the environment during synthesis 82523-07-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Capital University of Medical Sciences; Zhao Ming; Peng Shiqi; Wang Yuji; Wu Jianhui; Gui Lin; Wang Yongjian; (12 pag.)CN108976226; (2018); 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. 866807-27-4, name is 3-Amino-6-chloropyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-Amino-6-chloropyridine-2-carboxylic acid

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).

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, 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; WO2010/7114; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67938-76-5 ,Some common heterocyclic compound, 67938-76-5, molecular formula is C6H7ClN2, 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.

The compound 2-(aminomethyl)-5-chloropyridine (18 g, 0.13 mol) was dissolved in dichloromethane (50 mL) and hydrochloric methanol solution (5 M, 50 mL) was added. After stirring for several min a white solid began to precipitate. The mixture was stirred for 1 h at 0-5 °C, and the solid was collected by filtration and the filtrate was evaporated in vacuo to give some off-white solid. The combined solid was washed with a small amount of cold DCM. The product was dried in vacuo to yield the indicated compound as the hydrochloric salt. 1H-NMR (d6-DMSO, 400 MHz) delta 8.70 (s, 3H), 8.62 (s, 1H), 8.0 (dd, J=2.5, 6 Hz, 1H), 7.60 (d, J=8.5 Hz, 1H), 4.15 (m, 2H).

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. 67938-76-5, (5-Chloropyridin-2-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; BROCKUNIER, Linda, L.; GUO, Jian; PARMEE, Emma, R.; RAGHAVAN, Subharekha; ROSAUER, Keith; STELMACH, John, E.; SCHMIDT, Darby Rye; (87 pag.)EP2373317; (2016); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 145255-19-2, 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. 145255-19-2, name is 5-Aminopyridine-2-carboxamide, molecular formula is C6H7N3O, 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 2,4-dichloro-6-fluoro-benzoyl chloride (2.5 g, 11.0 mmol) and DIEA (4.8 mL, 27 mmol) in 1 -methyl -pyrrolidin-2 -one (25 mL) at 0 C was added a solution of 5-aminopyridine-2- carboxamide (1.51 g, 11.0 mmol) in dichloromethane (12.5 mL) dropwise. The reaction was allowed to warm to room temperature and stirred for 16 hours. The reaction mixture was diluted with water (20 mL) and the resulting suspension was filtered to provide 5-[(2,4-dichloro-6-fluoro-benzoyl)amino]pyridine-2- carboxamide (1.2 g, 33%). ESI-MS m/z calc. 326.99, found 328.1 (M+l)+; retention time (Method B): 1.16 minutes (3 minute run). NMR (400 MHz, DMSO-d6) delta 11.34 (s, 1H), 8.88 – 8.82 (m, 1H), 8.29 (dd, J = 8.5, 2.5 Hz, 1H), 8.12 – 8.01 (m, 2H), 7.76 (dq, J = 4.2, 2.0 Hz, 2H), 7.58 (s, 1H) ppm.

According to the analysis of related databases, 145255-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem