Tag: M.W:100-200

Electric Literature of 766-11-0 , The common heterocyclic compound, 766-11-0, name is 5-Bromo-2-fluoropyridine, molecular formula is C5H3BrFN, 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 stirred solution of 5-bromo-2-fluoro-pyridine (10.0 g, 56.82 mmol) in ethanol (120 mL) was added hydrazine hydrate (11.38 g, 227 mmol) and heated to 80 C for 12 hours The reaction mixture was cooled to room temperature and treated with ice water (200 mL). The precipitated solid was filtered, washed with water and dried to get the product (10.7 g) as a solid. It was used for the next step without further purification.

The synthetic route of 766-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; MARTINEZ BOTELLA, Gabriel; REDDY, Kiran; WITTMANN, Marion; (0 pag.)WO2019/232209; (2019); A1;,
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.4548-45-2, name is 2-Chloro-5-nitropyridine, molecular formula is C5H3ClN2O2, molecular weight is 158.54, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To a solution of 2-chloro-5-nitropyridine (LXV) (2.0 g, 12.6 mmol) in EtOH (20 mL) was added tert-butyl piperazine-l-carboxylate (XCVI) (7.05 g, 37.9 mmol). The reaction was headed at 70C for 16 h. The reaction was concentrated under vacuum and then dissolved in EtOAc. The EtOAc was washed with 1 M NaOH, brine and then dried over MgS04 to give tert-butyl 4-(5-nitropyridin-2-yl)piperazine-l- carboxylate (XCVII) as a yellow solid (4.94 g). ESIMS found for C14H20N4O4 mlz 309.0 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4548-45-2, 2-Chloro-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC; HOOD, John; KC, Sunil Kumar; WO2013/40215; (2013); 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. 78790-79-1, name is 3-Amino-4-cyanopyridine, molecular formula is C6H5N3, 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: C6H5N3

Example 10 4-Amino-3-[5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1,7-naphthyridin-2(1H)-one LiHMDS (3.6 eq) was added to ethyl [5-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]acetate (1.0 eq) and 3-aminopyridine-4-carbonitrile (1.0 eq) in THF at 0 C. The reaction was stirred overnight. The resulting mixture was quenched with an aqueous saturated NH4Cl solution and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a green solid. The crude material was washed successively with CH2Cl2 and MeOH and then was purified by reverse phase HPLC to provide the desired product. LC/MS m/z 376.3 (MH+), Rt 1.70 minutes.

With the rapid development of chemical substances, we look forward to future research findings about 78790-79-1.

Reference:
Patent; Renhowe, Paul A.; Machajewski, Timothy; Shafer, Cynthia M.; Wernette-Hammond, Mary Ellen; Pecchi, Sabina; US2002/103230; (2002); A1;,
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.53939-30-3, name is 5-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, molecular weight is 192.44, as common compound, the synthetic route is as follows.HPLC of Formula: C5H3BrClN

EXAMPLE 13-(2-Methoxyphenyl)-6-(4-methoxyphenyl)-[l,2,4]triazolo[4,3-a]pyridine a) 5-Bromo-2-hydrazinylpyridine. A mixture of 5-bromo-2-chloropyridine (11.5 g, 60 mmol) and hydrazine hydrate (100 mL) was refluxed under Argon for 2 h. The mixture was cooled to room temperature, filtered and the solids were washed with water (50 mL x 3), dried to give the title compound (8.30 g, 74.4% yield) as yellow solids. MS: m/z 188.0 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53939-30-3, 5-Bromo-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; IMPACT THERAPEUTICS, INC.; DONG, Haijun; CAI, Suixiong; TIAN, Ye Edward; CHEN, Lei; YU, Zenghui; YIN, Feng; BI, Sheng; LIU, Lijun; WU, Lizhen; WO2012/65297; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 609-71-2, 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. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, 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.

(d) 5- Bromo-2-hydroxy-nicotinic acid To a suspension of 5.0 g (35.9 mmol) of 2-hydroxy-nicotinic acid in 30 ml acetic acid was added dropwise 7.5 g (46.7 mmol) bromine. The mixture was maintained at 70-80 C. overnight. The mixture was cooled and the acetic acid was removed under reduced pressure. Water (100 ml) was added and the product was filtered and washed with water (3*100 ml). The solid was dried in a vacuum oven at 65 C. for 48 hours to provide 6.1 g (78% yield) of the title compound. MS: m/z (APCI, AP+) 219.0 [M¡¤]+. CHN Analysis: Calcd: C, 33.06; H, 1.85; N, 6.42. Found: C, 32.91; H, 1.78; N, 6.23.

According to the analysis of related databases, 609-71-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Barvian, Nicole Chantel; Connor, David Thomas; O’Brien, Patrick Michael; Ortwine, Daniel Fred; Patt, William Chester; Shuler, Kevon Ray; Wilson, Michael William; US2002/161000; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6443-85-2, 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. 6443-85-2, name is 2-(Pyridin-3-yl)acetonitrile. A new synthetic method of this compound is introduced below.

54.1.1 Synthesis of 3-cyano-3-(pyridin-3-yl)-pentanedioic acid diethyl ester Prepare by the method of example 1.1.2 using pyridin-3-yl-acetonitrile (0.161 mol) and ethyl bromoacetate (0.325 mol). Chromatograph on silica gel to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6443-85-2, 2-(Pyridin-3-yl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Hoechst Marion Roussel Inc.; US5824690; (1998); A;,
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. 100-48-1, name is Isonicotinonitrile. A new synthetic method of this compound is introduced below., Recommanded Product: 100-48-1

General procedure: To a stirred mixture of nitrile (1.0 mmol) and thiosemicarbazide(1.1 mmol) was added trifluoroacetic acid (4 mL) and then themixture was refluxed for 6 h under stirring. After completion ofreaction cooled to room temperature and diluted with aqueousammonia. The precipitated solid was filtered off, washed with hotwater and dried in air. The product 14a-f were used in the next stepwithout further purification. Spectral data of compounds such as 5-phenyl-1,3,4-thiadiazol-2-amine (14a) [63], 5-(p-tolyl)-1,3,4-thiadiazol-2-amine (14b) [63], 5-(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazol-2-amine (14c) [64], 5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine (14d) [63], 5-(pyridin-4-yl)-1,3,4-thiadiazol-2-amine(14e) [63] and 5-(thiophen-2-yl)-1,3,4-thiadiazol-2-amine (14f)[63] were agreement with literature report.

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, 100-48-1, Isonicotinonitrile.

Reference:
Article; Sakthivel, Palaniappan; Ilangovan, Andivelu; Kaushik, Mahabir Prasad; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 302 – 318;,
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.561297-96-9, name is 2-(Aminomethyl)-5-fluoropyridine, molecular formula is C6H7FN2, molecular weight is 126.1316, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To a solution of 6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-( -methylmethyl sulfonamido)benzofuran-5-yl)-3-methoxypicolinic acid (50 mg, 0.09 mmol), (5-fluoropyridin-2- yl)methanamine (200 mg, 1.58 mmol) and Et3N (0.2 mL) in THF (50 mL) was added T3P (0.05 mL) dropwise at 0C and the mixture was stirred for 3 h. After being diluted with water and extracted with EtOAc, the combined organic phases were washed with brine, dried over Na2S04, filtered and evaporated. The residue was purified by prep-TLC (PE : EtOAc = 1 : 2) to give the pure product of 6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-( – methylmethylsulfonamido)benzofuran-5-yl)-N-((5-fluoropyridin-2-yl)methyl)-3- methoxypicolinamide (20 mg, yield: 30%). XH-NMR (CDC13, 400 MHz) delta 8.60 (t, J= 4.8 Hz, 1H), 8.36 (d, J= 2.4 Hz, 1H), 7.99 (s, 1H), 7.92-7.95 (m, 2H), 7.73 (d, J= 8.4 Hz, 1H), 7.58 (s, 1H), 7.48 (d, J= 8.8 Hz, 1H), 7.24-7.42 (m, 2H), 7.17-7.22 (m, 2H), 5.91 (d, J= 3.6 Hz, 1H), 4.73 (d, J= 5.6 Hz, 2H), 4.01 (s, 3H), 3.18 (s, 3H), 2.97 (d, J= 4.8 Hz, 3H), 2.78 (s, 3H). MS (M+H)+: 636.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,561297-96-9, 2-(Aminomethyl)-5-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1597-32-6, 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.1597-32-6, name is 2-Amino-6-fluoropyridine, molecular formula is C5H5FN2, molecular weight is 112.11, as common compound, the synthetic route is as follows.

A mixture of 6-fluoropyridin-2-amine (0.5 g, 4.46 mmol) and 2-(methoxymethyl)pyrrolidine (0.617 g, 5.35 mmol) in water (0.2 mL) was heated to 205 C for 0.5 h in a sealed tube in a microwave oven then concentrated in vacuo. The residue was purified by chromatography (silica gel, 10 g, 200 ~ 300 mesh, ethyl acetate : petroleum ether = 1 : 15 ) to afford 6-(2- (methoxymethyl)pyrrolidin-l-yl)pyridin-2-amine (0.68 g, 74 %) as a yellow oil. LC-MS: [M + l]+ =208 ‘ tR = 1.052min.

Statistics shows that 1597-32-6 is playing an increasingly important role. we look forward to future research findings about 2-Amino-6-fluoropyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HERMANN, Johannes Cornelius; KUGLSTATTER, Andreas; LUCAS, Matthew C.; PADILLA, Fernando; WANNER, Jutta; ZHANG, Xiaohu; WO2013/64445; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 571189-49-6, 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 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

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.

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 571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine.

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