Tag: M.W:100-200

Synthetic Route of 571189-49-6, 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. 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: The mixture of intermediate 18 (or 24a-h or 27a-g, 0.50mmol), intermediate 19 (or 28, 0.55mmol), Pd(OAc)2 (0.05mmol), X-phos (or Xantphos, 0.15mmol), Cs2CO3 (1.25mmol) and 1,4-dioxane (or 1,2-dimethoxyethane, DME) were refluxed under argon atmosphere for 1h-4h. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography to produce title compounds 20a-d, 25a-h and 29a-g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Hao; Wang, Jin; Zhao, Hong-Yi; Yang, Xue-Yan; Lei, Hao; Xin, Minhang; Cao, Yong-Xiao; Zhang, San-Qi; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3619 – 3633;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6602-32-0, 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 6602-32-0, name is 2-Bromo-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-bromopyridin-3-ol (3.55 g, 20.4 mmol), sodium chlorodifluoroacetate (6.22 g, 40.8 mmol), and NaOH (0.90 g, 22.4 mmol) in DMF (20 ml) was heated at 55 C. for 111 h. The reaction was allowed to cool to rt and concentrated, and resulting residue was partitioned between EtOAc/sat. Na2CO3 (80 ml/40 ml). The organic phase was collected and washed with brine (40 ml), dried (Na2SO4), concentrated and the resulting residue was purified by flash chromatography (SiO2, 100:0-0:100 hexanes-EtOAc) to provide 1.95 g (43%) of 2-bromo-3-(difluoromethoxy)pyridine: LCMS (m/z, MH+): 225.9, tR=0.74 min; 1H NMR (CDCl3, 400 MHz) delta 8.23-8.33 (m, 1H), 7.52-7.60 (m, 1H), 7.27-7.35 (m, 1H), 6.60 (t, J=72.4 Hz, 1H).

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 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 779345-37-8, 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 779345-37-8, name is 5-Fluoro-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 53.1 (0.2 g, 1.40 mmol, 1.0 e q) in DMSO (2.0 mL) was added (3aR,6aS)-hexahydro-1H-furo[3,4-c]pyrrole hydrochloride (0.21 g, 1.40 mmol, 1.0 eq.) and DIPEA (2.45 mL, 14.07 mmol, 10.0 eq.). The reaction mixture was stirred at 120 C. for 1 hour. After completion of the reaction, mixture was poured into water and product was extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2SO4 and concentrated under reduced pressure to obtain crude which was purified by column chromatography to provide 59.1 (0.23 g, 69.5%). MS(ES): m/z 236.17 [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 779345-37-8, 5-Fluoro-2-nitropyridine.

Reference:
Patent; Nimbus Lakshmi, Inc.; Dahlgren, Markus; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Kennedy-Smith, Joshua Jahmil; Masse, Craig E.; Romero, Donna L.; Shelley, Mee; Wester, Ronald T.; (131 pag.)US2016/251376; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 60290-21-3, name is 4-Chloro-1H-pyrrolo[3,2-c]pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-Chloro-1H-pyrrolo[3,2-c]pyridine

General procedure: To a solution of 4-chloro-lH-pyrrolo-[3,2-c]-pyridine [60290-21-3] (2.0 g, 13.1 mmol) dissolved in DMF (30.5 mL, 0.944 g/mL, 393.2 mmol) at 0C was added portionwise sodium hydride (1.1 g, 28.8 mmol). The reaction mixture was allowed to reach rt and stirred 45 min, after which it was re-cooled to 0C and l-bromobutane (2.1 mL, 1.27 g/mL, 19.7 mmol) was added dropwise. The mixture was then allowed to reach rt and stirred overnight. NaHC03 sat solution was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed with water and brine, then dried over MgS04 and concentrated in vacuo. The crude residue was purified by column chromatography (silica gel; gradient Heptane/EtOAc from 100/0 to 50 /50) to yield 1-1 (2.7 g, 98.7%) as a yellow liquid

The synthetic route of 60290-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 131747-43-8, 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.131747-43-8, name is 2-Trifluoromethylnicotinic acid, molecular formula is C7H4F3NO2, molecular weight is 191.11, as common compound, the synthetic route is as follows.

Step 5: ?-??1 -(4-chlorothiazol-2-yl)cvclopropyllmethyll-2-(trifluoromethyl)pyridine-3- carboxamide (Compound A21 )To a solution of [1-(4-chlorothiazol-2-yl)cyclopropyl]methanamine (0.153 g, 0.747 mmol) in dry dichloromethane (3.0 mL) was added, under argon, NEt3 (0.210 ml_, 1 .49 mmol), then the mixture was cooled down to 0C. HOBT H20 (0.204 g, 1 .49 mmol), EDC HCL (0.287 g, 1.49 mmol), and 2-(trifluoromethyl)pyridine-3-carboxylic acid (0.143 g, 0.747 mmol,) were successively added and the reaction mixture was stirred 3h. at R.T. Water was added, the aqueous solution was extracted with dichloromethane (3 times), the combined organic layers were washed by NaCI, dried over Na2S04, filtrated and evaporated under reduced pressure. A white solid was obtained (387 mg). It was purified by flash chromatography (Cyclohexane to Cyclohexane/AcOEt :1/1 ) to afford the desired product as a white solid (102 mg).1H-NMR (CDCI3): 8.77 (dd, 1 H), 7.92 (dd, 1 H), 7.56 (dd, 1 H), 6.97 (bs, 1 H), 6.9 (s, 1 H), 3.86 (d, 2H), 1.42 (m, 2H), 1.18 (m, 2H).

Statistics shows that 131747-43-8 is playing an increasingly important role. we look forward to future research findings about 2-Trifluoromethylnicotinic acid.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; LOISELEUR, Olivier; PITTERNA, Thomas; O’SULLIVAN, Anthony, Cornelius; LUKSCH, Torsten; WO2013/64518; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 10128-91-3, 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. 10128-91-3, name is Methyl 2-oxo-1,2-dihydro-3-pyridinecarboxylate. A new synthetic method of this compound is introduced below.

Methyl 2-hydroxynicotinate (500 mg, 3.27 mmol) and N-bromosuccinimide (756 mg, 4.25 mmol) were dissolved in dichloromethane and the mixture was stirred at 50 C for 48 hours. The mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was filtered with a small amount of dichloromethane to obtain the title compound (0.3 g, yield: 40%, yellow solid). *H NMR (500MHz, DMSO-d6) d 8.07 (d, J = 5.0 Hz, 1H), 7.98 (d, J = 5.0 Hz, 1H), 3.75 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10128-91-3, its application will become more common.

Reference:
Patent; WELLMARKER BIO CO., LTD.; LEE, Hyunho; PARK, Chun-Ho; HUR, Sun Chul; MOON, Jai-Hee; SHIN, Jae-Sik; HONG, Seung-Woo; PARK, Yoon-Sun; KIM, Joseph; LEE, Sohee; KIM, Hyojin; PARK, Hyebin; (83 pag.)WO2019/182274; (2019); 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. 100-26-5, name is 2,5-Pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,5-Pyridinedicarboxylic acid

General procedure: Synthesis of methyl ester derivatives of M6, M7, and M17 was carried out under catalytic esterification conditions as depicted in Scheme 1. To a solution of the appropriate carboxylic acid in methanol few drops of conc. sulfuric acid were added. Subsequently, the reaction mixture was refluxed for 6-10 h. After completion, the volatile solvents were evaporated under reduced pressure and the residue was dissolved in water/ethyl acetate mixture. The aqueous phase was extracted with ethyl acetate and the combined organic phase was washed with 5% sodium bicarbonate, brine, and was dried over anhydrous sodium sulfate. After filtration the desired ester was obtained using flash column chromatography.

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, 100-26-5, 2,5-Pyridinedicarboxylic acid.

Reference:
Article; Luniwal, Amarjit; Wang, Lin; Pavlovsky, Alexander; Erhardt, Paul W.; Viola, Ronald E.; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 2950 – 2956;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.144100-07-2, name is 2-Bromo-6-fluoropyridine, molecular formula is C5H3BrFN, molecular weight is 175.99, as common compound, the synthetic route is as follows.Computed Properties of C5H3BrFN

A mixture of 2-bromo-6-fluoropyridine (477 mg, 2.7 mmol), 1,4-diazepan-6-ol (350 mg,3 mmol), and DIPEA (1.94 g, 15 mmol) in ethanol (10 mL) was heated at 100 °C for 16 hours. After it was cooled, the reaction mixture was concentrated under reduced pressure. The residue was diluted with EtOAc (100 mL) and washed with brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford 1-(6-bromopyridin-2-yl)-1,4-diazepan-6-ol as a colorless oil (400 mg, 48.9percent). MS (ESI) m/z: 272 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,144100-07-2, 2-Bromo-6-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; TSUI, Vickie, H.; WANG, Xiaojing; WO2014/1377; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 20265-37-6 ,Some common heterocyclic compound, 20265-37-6, molecular formula is C6H6N2O3, 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.

3-Methoxy-2-nitro-pyridine (53, 7.00 g, 45.4 mmol) in 100 mL of methanol, was degassed and palladium (0.7 g, 20%) was added. The reaction was stirred at room temperature for one day under a hydrogen balloon. The reaction was filtered through celite and the filtrate concentrated under vacuum to provide the desired compound (54, 5.555 g). MS (ESI) [M+H+]+=125.3.

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. 20265-37-6, 3-Methoxy-2-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.4214-73-7, name is 2-Amino-5-cyanopyridine, molecular formula is C6H5N3, molecular weight is 119.12, as common compound, the synthetic route is as follows.Formula: C6H5N3

Synthesis of 6-amino-5-iodonicotinonitrile 6-Amino-3-pyridinecarbonitrile (10.0 g, 0.081 mol), silver trifluoroacetate (25.5 g, 0.115 mol) and 160 ml of 1,2-dichloroethane are combined in a flask and heated under reflux for 5 h. Iodine (29.5 g, 0.116 mol) is added, and the mixture is heated for a further 18 h. After cooling, the mixture is filtered and partitioned between water and dichloroethane. Organic and aqueous phase are filtered through Celite. The aqueous phase is extracted to exhaustion, and the combined organic phases are combined, dried and evaporated. The residue is dissolved in ethyl acetate and washed with sodium thiosulfate solution. Removal of the solvent gives 6.6 g of yellowish crystals product. These are reacted further without further purification; HPLC: 2.57 min; LCMS: 246 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4214-73-7, 2-Amino-5-cyanopyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK PATENT GMBH; Heinrich, Timo; Rohdich, Felix; Esdar, Christina; Krier, Mireille; Greiner, Hartmut; US2015/218155; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem