Category: pyridine-derivatives

Synthetic Route of 909036-46-0, 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 909036-46-0, name is 2-Chloro-3-iodopyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Into a 250 mL round bottom flask was placed the 2-chloro-3-iodo-4-aminopyridine (3.0 g, 11.8 mmol), thiophenol (1.3 g, 11.8 mmol), copper(I) iodide (0.11 g, 0.58 mmol), ethylene glycol (1.5 g, 24 mmol) and potassium carbonate (3.3 g, 24 mol). 100 mL of 2-propanol was then added to the reaction mixture and the mixture was heated at reflux for 18 h. The reaction mixture was cooled to room temperature and was filtered under vacuum. The filtrate was diluted with 200 mL of water then was extracted two times with 150 mL of ethyl acetate. The extracts were dried over magnesium sulfate then were filtered and stripped under vacuum. The product was purified using Silica gel chromatography with 2-15% ethyl acetate/dichloromethane as the mobile phase. 2.0 g (72% yield of product was collected.

According to the analysis of related databases, 909036-46-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; Rayabarapu, Dinesh; Xia, Chuanjun; Kwong, Raymond; Ma, Bin; Yeager, Walter; Alleyne, Bert; (82 pag.)CN102449107; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 15862-37-0, 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. 15862-37-0, name is 2,5-Dibromo-3-nitropyridine, molecular formula is C5H2Br2N2O2, 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.

B. (7-BROMO-PYRIDO [3, 2-D] PYRIMIDIN-4-YL-4-TERT-BUTYL-ISOXAZOLE)-AMINE (COMPOUND 2) 1. 5-bromo-3-nitropyridine-2-carbonitrile Heat a solution of 2, 5-dibromo-3-nitropyridine (1.77g, 6.3 mmol; Malinowski (1988) Bull. Soc. Chim. Belg 97 : 51 ; see also US 5, 801, 183) and cuprous cyanide (0.60 g, 6.69 mmol) in N, N-dimethylacetamide (25 mL) at 100C for 72 hours. After cooling, dilute the mixture with water (25 mL) and extract twice with EtOAc (25 mL each), then wash twice with water (25 mL each). The combined EtOAc extracts are dried (Na2SO4), evaporated, and purified by flash chromatography (50% EtOAc-hexane) to obtain 5-bromo-3-nitropyridine-2- carbonitrile as a pale solid.

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 15862-37-0, 2,5-Dibromo-3-nitropyridine.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/42498; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 66909-30-6, 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 66909-30-6 as follows.

6-(4-(2-Chloro-5-methylnicotinamido)benzoyl)-W-(2-fluoro-6-methylphenyl)-5,6-di hydro-4H-benzo[i)]thieno[2,3-c ]azepine-2-carboxamide; Intermediate (Ilia). Oxalyl chloride (133 mL, 1.58 mol) was added to a suspension of 2-chloro-5-methyl nicotinic acid (225.4 g, 1.313 mol) in DCM (2254 mL) at 18-25C followed by DMF (0.8 mL, 0.010 mol) (results in mild exotherm and gas evolution) and the reaction stirred at 20-25C for 1 hr. HPLC analysis of an aliquot (quenched into methanol) indicated <1 % of 2-chloro-5- methylnicotinic acid was remaining. The solvent was removed in vacuo and the oily residue was azeotroped with DCM (500 mL) to remove residual oxalyl chloride. The resulting oil was taken up into DCM (413 mL) and was added dropwise over 10 min to a suspension of 6-(4-aminobenzoyl)-/V-(2-fluoro-6-methylphenyl)-5,6-dihydro-4/-/-benzo[ 5] thieno[2,3-d]azepine-2-carboxamide (412.9 g, 0.876 mol) in a mixture of pyridine (283 mL, 3.502 mol) and DCM (28920 mL) whilst maintaining the internal temp <40C (maximum temp reached 38C). The reaction was stirred at 18-25C for 1 hr after which time HPLC (sample quenched into methanol) indicated the reaction was complete (<1 % of aniline s/m remaining). Heptane (3300 mL) was added to the mixture at 18-25C and the resulting suspension was stirred for 15 min and the solids then collected by filtration. The filter cake was washed with heptane (2 x 1650 mL) and the crude solid so obtained was slurried in water (4130 mL) at 90- 95C for 30 min and then cooled to 18-25C.The solids were collected by filtration, washed with water (2 x 826 mL) and dried in a vacuum oven at 50C to give the title compound as a white solid (504.2 g, 92% active yield, HPLC purity [230 nm] 98.24%; containing 0.3% pyridine HCI by 1 H NMR and 0.4%. H20 by KF); R< 12.19 min; m/z 625.6 (M+H)+ (ES+). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66909-30-6, its application will become more common. Reference:
Patent; PULMOCIDE LIMITED; HUNT, Simon Fraser; ONIONS, Stuart Thomas; SHERBUKHIN, Vladimir; FORDYCE, Euan Alexander Fraser; MURRAY, Peter John; BROOKES, Daniel William; ITO, Kazuhiro; STRONG, Peter; (51 pag.)WO2016/55791; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 130721-78-7, 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 130721-78-7, name is tert-Butyl (4-chloropyridin-2-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a – 78Csolution of N-Boc-2-amino-4-chloropyridine(3.6g, 15.8 mmol) and TMEDA (3.7 g, 31.2 mmol) in anhydrous THF (67 mL) wasadded dropwise a 1.3 M solution of n-BuLiin hexane (25 mL, 31.2 mmol). The reaction mixture was stirred at -78C during 1hand then a solution of I2 (8.0 g, 31.2 mmol) inTHF (27 mL) was added dropwise. Temperature was allowed to rise at roomtemperature during 1h and the reaction mixure was hydrolized with a saturatedsolution of ammonium chloride (30 mL) and extracted with EtOAc (3 x 30 mL). Thecombined organic phases were washed with a 10% solution of Na2S2O3(30 mL), brine (30 mL), dried over MgSO4, filtered and concentrated under reduced pressure. The iodinated aminopyridine was obtained as a beigesolid (4.2 g, 76%) without further purification.

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 130721-78-7, tert-Butyl (4-chloropyridin-2-yl)carbamate.

Reference:
Article; Silpa, Laurence; Niepceron, Alisson; Laurent, Fabrice; Brossier, Fabien; Penichon, Melanie; Enguehard-Gueiffier, Cecile; Abarbri, Mohamed; Silvestre, Anne; Petrignet, Julien; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 114 – 120;,
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. 66521-66-2, name is 4-(Pyridin-3-yl)pyrimidin-2-amine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-(Pyridin-3-yl)pyrimidin-2-amine

General procedure: Reactions were carried out with 4-(pyridin-3-yl)pyrimidin-2-amine 1 (0.50 mmol), aldehyde 2 (0.50 mmol) and malonate 3 (5 mmol) in the presence of catalyst III or IV (10 molpercent) at 50 °C and stirred for 48h. After completion of the reaction (as observed by TLC), the crude product was purified by preparative TLC (GF254 silica gel: hexane/EtOAc = 7/1), giving the target chiral product

The synthetic route of 66521-66-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Lu, Jiali; Ai, Lina; Xue, Jing; Wu, Qin; Journal of Chemical Research; vol. 42; 8; (2018); p. 428 – 433;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62733-99-7, 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. 62733-99-7, name is Methyl 3-hydroxypicolinate, molecular formula is C7H7NO3, 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.

a) To a solution of 3-hydroxy-pyridine-2-carboxylic acid methyl ester (200 mg, 1.3 mmol) in N,N-dimethylformamide (2.0 ml) was added at 22 C. sodium hydride (55% in oil, 64 mg) and stirring was continued until gas evolution ceased. The suspension was cooled to 0 C. and treated with trifluoroethyl trifluormethanesulfonate (728 mg) and stirring was continued at 22 C. for 2 hours. The mixture was partitioned between saturated sodium hydrogen-carbonate solution and ethyl acetate, and the organic layer was dried and evaporated. The residue was purified by chromatography on silica using n-heptane and ethyl acetate (3:1) as the eluent to give 3-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester as a pale green oil. Mass (calculated) C9H8F3NO3 [235.16]; (found) [M+H]+=236.

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 62733-99-7, Methyl 3-hydroxypicolinate.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Pinard, Emmanuel; Power, Eoin; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2011/144097; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 192642-85-6, name is 2-(5-Bromopyridin-2-yl)acetic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C7H6BrNO2

To a suspension of delta-bromo-pyridin^-yl-acetic acid (0.87 g, 4.0 mmol) in THF (12 mL) was added HOBt (0.74 g, 4.8 mmol) and EDCI. HCI (0.85 g, 4.4 mmol) and stirred the resulting reaction mixture for 15-20min at room temperature followed by drop-wise addition of methyl amine (2.0 M in THF, 4.05 mL, 8.0 mmol). The resulting mixture was then continued to stir for 6-7 h at room temperature. After completion of reaction, water was added and extracted with ethyl acetate. The crude residue was purified over silica (60-120 M) using dichloromethane:methanol (97.5:2.5) to obtain the pale-yellow solid compound (0.25 g, 27%). 1H NMR (DMSO-d6, 400 MHz): delta 2.58 (d, J= 4.8 Hz, 3H), 3.57 (s, 2H)1 7.33 (d, J= 1 H), 7.96 (d, J= 2.4 Hz & 8.4 Hz, 1 H), 8.00 (br s, 1 H) and 8.58 (d, J= 2.4 Hz, 1 H). MS: 229.11 (M+H+).

The synthetic route of 192642-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROLYSIS LTD; WO2009/74812; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem