Category: pyridine-derivatives

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 73027-79-9, name is 4,6-Dichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4,6-Dichloronicotinic acid

To a solution of 4,6-dichloronicotinic acid (250 mg, 1.302 mmol), ethyl 3- aminopropanoate hydrochloride (210 mg, 1.367 mmol) and pyridine (0.263 mL, 3.26mmol) in DCM (5 mL) at 0 C was added phosphoryl trichloride (319 mg, 2.083 mmol). The mixture was stirred at room temperature for 2 hrs. The reaction mixture was poured into iced water, extracted with DCM (50 mL), washed with saturated NaHCO3 (aq) and brine. The organic extract was dried over Na2SO4, filtered and concentrated in vacuo. The crude intermediate, ethyl 3-(4,6-dichloronicotinamido)propanoate, was thendissolved in dry THF (5 mL) and put under an atmosphere of nitrogen. The solution obtained was cooled to 0 C. Methylmagnesium bromide (2.60 mL, 7.81 mmol) was added and the mixture was stirred at room temperature for 3h. The reaction mixture was quenched with a saturated solution of NH4C1 (aq), extracted with ethyl acetate, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crudeintermediate 4,6-dichloro-N-(3 -hydroxy-3-methylbutyl)nicotinamide was dissolved in DCM (5 mL) and the mixture was cooled to 0 C. DAST (0.189 mL, 1.432 mmol) was added and the mixture was stirred at room temperature overnight. The reaction mixture was then quenched with a saturated solution of NaHCO3 (aq), extracted with DCM, dried over Na2SO4, filtered and concentrated in vacuo. The cmde product was purified viacolumn chromatography to afford 4,6-dichloro-N-(3-fluoro-3-methylbutyl)nicotinamide(126 mg, 35 % yield). LCMS m/z 279.2 (M+H) ?H NMR (400MHz, CDC13) 8.67 (s,1H), 7.48-7.38 (m, 1H), 6.70-6.50 (m, 1H), 3.74-3.59 (m, 2H), 2.06-1.90 (m, 2H), 1.48 (s,3H), 1.43-1.42 (m, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 73027-79-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUNCIA, John V.; GARDNER, Daniel S.; HYNES, John; MACOR, John E.; MURUGESAN, Natessan; SANTELLA, Joseph B.; WU, Hong; KANTHETI, Durgarao; NAIR, Satheesh Kesavan; PAIDI, Venkatram Reddy; RATNA KUMAR, Sreekantha; SARKUNAM, Kandhasamy; SISTLA, Ramesh Kumar; POLIMERA, Subba Rao; (254 pag.)WO2016/210036; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 791644-48-9, 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 791644-48-9 as follows.

5-Fluoro-lH-pyrazolo [3, 4-b]pyridin-3-amine (5) [00148] To a solution of compound 4 (50 g, 321.7 mmol) in 1-butanol (1 L) was added hydrazine monohydrate (150 mL, 3.2 mol) , and the mixture was refluxed for 4 h. The mixture was cooled to room temperature and concentrated. The precipitate was successively washed on filter with water (2x) and Et2<0 (2x) and dried in vacuo overnight to give compound 5 (44 g, 88percent) as a yellow solid. 1H NMR (DMSO-d6, 300 MHz): delta 5.53 (s, 2H); 7.94 (dd, IH); 8.35 (dd, IH); 12.02 (s, IH). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,791644-48-9, its application will become more common. Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/112646; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58757-38-3, 6-Chloronicotinoyl 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, HPLC of Formula: C6H3Cl2NO, blongs to pyridine-derivatives compound. HPLC of Formula: C6H3Cl2NO

Example 23 6-([3-(Cyclopropylmethyl)-2,3,4,5-tetrahydro-1 H-3-benzazepin-7-yl]oxy}-N-methyl-3- pyridinecarboxamide (E23) Step 1: 6-Chloro-N-methyl-3-pyridinecarboxamide; 2M Methylamine in tetrahydrofuran (100 ml, 200 mol) was cooled to 0C and 6- chloronicotinoyl chloride (10.6g, 60 mmol) dissolved in dichloromethane (30 ml) was added dropwise. The solution was stirred to room temperature overnight and concentrated in vacuo. The residue was partitioned between dichloromethane and water, the aqueous phase was extracted with dichloromethane (x3). The combined extracts were washed with water, saturated brine and dried over anhydrous magnesium sulphate. The filtrate was concentrated to a crude solid that was used without further purification. (ES+) m/e 171 [M+H]+.

The synthetic route of 58757-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/97778; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100704-10-7, 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 100704-10-7, name is (2-Chloropyridin-4-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

SOCI2 (4.2 g, 35.5 mol) was added dropwise to a suspension of the alcohol (5 g, 34.8 mmol) in CH2CI2 (50 mL) at -5 0C with stirring, The mixture was stirred at room temperature overnight, then quenched with water (100 mL), and extracted with CH2CI2 (3 x 100 mL). The organic layers were combined, washed with brine (200 mL), dried over anhydrous Na2SO4, filtered and concentrated to dryness. The crude material was further purified by silica gel chromatography (EtOAc/Hexane=1 /5) and afforded the title compound (5.5 g, near quantitative yield) as an oil.

According to the analysis of related databases, 100704-10-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert George; WALKER, David Winter; WO2010/7374; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89466-16-0, Adding some certain compound to certain chemical reactions, such as: 89466-16-0, name is 6-Bromo-3-methylpyridin-2-amine,molecular formula is C6H7BrN2, 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 89466-16-0.

To a solution of scheme 8-38 compound S1 (1 g, 3.89 mmol) and 6-bromo-3-methylpyridin-2-amine (870 mg, 4.67 mmol) in DCE (10 ml) was added DIPEA (2.56 mL, 15.56 mmol) and EEDQ (1.92 g, 7.78 mmol). The reaction was stirred at 90 oC overnight. The solvent was removed under vacuum. The residue was purified by column chromatography on silica gel (petroleum ether: ethyl acetate =2: 1) to afford scheme 8-38 compound S2 (710 mg, 43.0% yield) as a white solid. LC/MS (ESI) m/z: 426 (M+H)+.

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. 89466-16-0, 6-Bromo-3-methylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); 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. 1380331-36-1, name is Ethyl 7-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 1380331-36-1

b) ethyl-7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate To an argon purged solution of ethyl 7-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1.76 g, 6.52 mmol) in dioxane (45 ml) are added tert-butyl carbamate (916 mg, 7.82 mmol), tris(dibenzylideneacetone)dipalladium(0) (119 mg, 130 mumol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (151 mg, 261 mumol) and cesium carbonate (2.97 g, 9.12 mmol). The resulting mixture is heated to 110 C. and stirred for 20 hours. The reaction mixture is loaded on silica and purified by flash chromatography on a 50 g silica column using heptane/ethyl acetate 30-100% as eluent affording ethyl 7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1.07 g, 54%) as a light yellow solid. mp.: 220-2 C. MS: m/z=307.3 (M+H+).

The synthetic route of 1380331-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 162102-79-6, Adding some certain compound to certain chemical reactions, such as: 162102-79-6, name is Dimethyl 4-bromopyridine-2,6-dicarboxylate,molecular formula is C9H8BrNO4, 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 162102-79-6.

[60] In a sealed tube, a mixture of 1 [61] (2.74 g,10 mmol) and (R or S)-phenylglycinol (3.43 g, 25 mmol) in methanol (10 mL) was stirred at 115 C for 12 h. After cooling toroom temperature, the crude product was poured into ice water(100 mL), stirred for 15 min, filtered, washed with water(20 mL 3) and the residues was dried under vacuum. The whiteproduct was used for the next step without further purification (4.41 g, 91%). 1H NMR (400 MHz, CDCl3): d 8.60 (d, J 7.6 Hz, 2 H),8.45 (s, 2 H), 7.37-7.29 (m, 10 H), 5.26-5.22 (m, 2 H), 4.01 (d,J 4.4 Hz, 4 H), 2.21 (br, 2 H).

According to the analysis of related databases, 162102-79-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Ya-Qi; Pan, Yao; Gao, Wan-Qing; Wu, Yuan; Liu, Chun-Hua; Zhu, Yuan-Yuan; Tetrahedron; vol. 75; 28; (2019); p. 3809 – 3814;,
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 69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 69950-65-8

General procedure: To a solution of 3-bromo-2-phenyl-7-(trimethylsilyl)pyrazolo[1,5-a]pyridine (18, 550 mg, 1.59 mmol) in THF (4 mL) was added n-butyllithium (0.7 mL, 1.91 mmol, 2.6 mol/L solution in hexane) at -78 C. After stirring at -78 C for 0.5 h, a solution of methyl 6-formylpicolinate (527 mg, 3.19 mmol) in THF (4 mL) was added to the mixture at -78 C. The solution was stirred at room temperature for 1 h, and then the reaction was quenched by the addition of saturated aq. ammonium chloride. The mixture was extracted with ethyl acetate. The organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt = 4:1) to give the title compound 23 as a yellow oil (361 mg, 53%).

With the rapid development of chemical substances, we look forward to future research findings about 69950-65-8.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Saito, Yoshifumi; Watanabe, Hiroyuki; Kondo, Tatsuhiro; Kondo, Atsushi; Kawamura, Naohiro; Tatani, Kazuya; Kohno, Yasushi; Tanaka, Nobuyuki; Seto, Shigeki; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4044 – 4050;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89284-11-7, 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. 89284-11-7, name is 5,6-Dibromopyridin-2-amine, molecular formula is C5H4Br2N2, 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 mixture of 5,6-dibromopyridin-2-amine (80 g, 318 mmol), ethynylbenzene (78 ml, 698 mmol), copper(I) iodide (1.51 g, 7.94 mmol), Dichlorobis(triphenylphosphine)- palladium(II) (5.79 g, 7.94 mmol) and triethylamine (110 ml, 794 mmol) is stirred under argon atmosphere in ACN (500 ml) with THF (250 ml) for 21 h at 50C. The mixture is diluted with water and extracted with DCM. The combined organic layers are dried over MgS04, concentrated in vacuo and the product purified by NP chromatography. Yield: 82 g (94%). HPLC-MS: M+H=273/275; tR=1.34 min (*Method_l).

According to the analysis of related databases, 89284-11-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; REISER, Ulrich; BADER, Gerd; SPEVAK, Walter; STEFFEN, Andreas; PARKES, Alastair L.; WO2013/127729; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 36404-90-7, 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. 36404-90-7, name is 2-Fluoro-3-formylpyridine, molecular formula is C6H4FNO, 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.

Add 50g of intermediate 1-1 to a 1L three-necked flask.19.0 g of intermediate 6-1,29.3g potassium carbonate,30g 4A molecular sieve,500ml acetonitrile,The temperature was raised to 80 C and the reaction was stirred for 10 h.TLC monitors the raw materials to complete room temperature and then drops to room temperature.The reaction mixture was concentrated by filtration. The obtained crude crystals were evaporated to dryness.

According to the analysis of related databases, 36404-90-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xi’an Ruilian New Materials Co., Ltd.; Sun Jun; Liu Kaipeng; Zhang Hongke; Guo Jing; Wang Xiaowei; Liu Qianfeng; Gao Renxiao; (35 pag.)CN109293583; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem