Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 60289-67-0, 1-(Pyridin-3-yl)propan-1-amine, 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, SDS of cas: 60289-67-0, blongs to pyridine-derivatives compound. SDS of cas: 60289-67-0

Example 18 N-(1-Pyridin-3-yl-propyl)-2-(quinoline-8-sulfonylamino)-benzamide The title compound was obtained from 2-(quinoline-8-sulfonylamino)-benzoyl chloride (example 1b) and 1-pyridin-3-ylpropylamine (precursor 3n). MS (ES): 447 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60289-67-0, 1-(Pyridin-3-yl)propan-1-amine, and friends who are interested can also refer to it.

Reference:
Patent; Brendel, Joachim; Bohme, Thomas; Peukert, Stefan; Kleemann, Heinz-Werner; US2003/114499; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89402-42-6 , The common heterocyclic compound, 89402-42-6, name is 2,3-Difluoro-5-(trifluoromethyl)pyridine, molecular formula is C6H2F5N, 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.

EXAMPLE 1 3-Fluoro-2-phenylthio-5-trifluoromethylpyridine Over a period of 2.5 h, 59.6 g (0.326 mol) of 2,3-difluoro-5-trifluoromethylpyridine were added at 148-156 C. to 37.7 g (0.338 mol) of 98.7% pure thiophenol and 2.1 mg (0.01 mol %) of copper powder, and the mixture was stirred at 156-164 C. for 2 hours. After cooling, the residue was taken up in methylene chloride, washed with 0.5 N of aqueous sodium hydroxide solution and with water, dried over magnesium sulfate and concentrated under reduced pressure. 88.9 g (100% of theory) of the title compound of n24/D=1.5539 were obtained.

The synthetic route of 89402-42-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; US6420314; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73112-16-0, 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 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

2,6-Dibromo-4-methylpyridine (D2, 1.279g, 5.098mmol) was dissolved in anhydrous dimethylsulfoxide (12ml) and stirred at room temperature. Hydrazine monohydrate (0.99ml, 20.39mmol, 4eq.) was added slowly and the mixture was then stirred at room temperature for 3 hours and then at 12O0C for 18 hours. The mixture was cooled to room temperature and poured into water and the resulting precipitate was collected by filtration, washed with water and dried to give the title compound (881 mg, 85%) as a beige coloured solid. LCMS (method A): major peak, Rt = 1.60mins; MH+ 202, 204.

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/68652; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116308-35-1, 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 116308-35-1 as follows.

A solution of 2-(trifluoromethyl)nicotinaldehyde (1.96 g, 11.19 mmol) and hydroxylamine hydrochloride (0.856 g, 12.31 mmol) in pyridine (6 mL) was stirred at rt for 1 h. Pyridine was removed under vacuum to give the desired product (2.12 g, 100%) as a white solid: LCMS (ES): m/z 191.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116308-35-1, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; FENG, Jianxin; LIU, Chunjian; HUANG, Yanting; (130 pag.)WO2019/89665; (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. 40381-92-8, name is 2,5,6-Trichloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6HCl3N2

[0535] A solution of 2,5,6-trichloronicotinonitrile (30 g, 144.92 mmol, 1.00 equiv) in sulfuric acid (98%, 162 mL, 1.00 equiv) was stirred for 1 h at 60 C in an oil bath. The reaction mixture was cooled and then quenched by the addition of water/ice. The solid was collected by filtration and dried in an oven under reduced pressure. This resulted in 26 g of 2, 5, 6-trichloronicotinamide as a white solid. LC-MS (ES, m/z): 225 [M+H]+. 1H-NMR (300MHz, DMSO-<¾) delta (ppm) 9.38 (1H, s), 8.12 (1H, s), 7.95 (1H, s). 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, 40381-92-8, 2,5,6-Trichloronicotinonitrile. Reference:
Patent; ANACOR PHARMACEUTICALS, INC; JARNAGIN, Kurt; AKAMA, Tsutomu; WO2011/94450; (2011); A1;,
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 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5006-66-6

Example 148; Preparation of 5-(fro[2,3-b]pyridin-5-yl)-3-((4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-propylphenoxy) pyridin-2-yl)methyl)-5-methylimidazolidine-2,4-dione; 148-a-1) Preparation of ethyl 6-hydroxynicotinate; To a solution of 6-hydroxynicotinic acid (5.0 g, 35.9 mmol) in ethanol (180 mL), sulfuric acid (1.0 mL) was added. The resultant mixture was stirred at 60° C. for 20 minutes, then added with surfuric acid (33.0 mL), and stirred for 6.5 hours while heated to reflux. The reaction solution was then added with a saturated aqueous solution of sodium hydrogen carbonate under ice-cold conditions and ethanol was concentrated in vacuo. After extracted with ethyl acetate, the organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. Ethyl 6-hydroxynicotinate (5.33 g, yield 89percent) was obtained as a white crystal.1H-NMR (CDCl3) delta: 1.36 (3H, t, J=7.1 Hz), 4.33 (2H, q, J=7.1 Hz), 6.58 (1H, d, J=9.5 Hz), 8.01 (1H, dd, J=2.4, 9.5 Hz), 8.19 (1H, d, J=2.4 Hz), 12.43 (1H, brs).

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

Reference:
Patent; KOWA COMPANY, LTD.; US2010/48610; (2010); 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. 1015609-75-2, name is 6-Iodo-1H-pyrrolo[3,2-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H5IN2

59. Compound 59: l’-Cyclobutyl-5-(lH-pyrrolo[3,2-b]pyridin-6-yl)- 3H-spiro[benzofuran-2,4′-piperidine][00361] A microwave vial was charged with intermediate 1-7 (100 mg, 0.27 mmol, 1.0 eq), 6-iodo-lH-pyrrolo[3,2-b]pyridine (66 mg, 0.27 mmol, 1.0 eq), Pd(PPh3 )4 (31 mg, 0.027 mmol, 0.1 eq), dimethoxyethane (3 mL) and aqueous sodium carbonate (1 mL, 2.0 M in water). The vial was sealed, evacuated and purged three times with nitrogen. The reaction mixture was heated under microwave irradiation at 1100C for 2 hrs, and the solids were removed by filtration and washed with ethyl acetate. Water was added, and the crude reaction mixture was extracted with ethyl acetate. The combined organic layers were washed with water and brine, and dried with sodium sulfate. The solids were removed by filtration, the filtrate was concentrated and the residue was purified by preparative TLC to give compound 59 (64mg, 66%). 1H NMR (400 MHz, CD3OD) delta: 8.75 (s, IH), 8.69 (s, IH), 8.09 (s, IH), 7.51-7.63 (m, 2H), 6.82-6.96 (m, 2H), 3.71-3.82 (m, IH), 3.42-3.60 (m, 2H), 3.05-3.26 (m, 4H), 2.30-2.46 (m, 4H), 2.14- 2.30 (m, 4H), 1.77-1.96 (m, 2H). MS (ESI): m/z 360.2 (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, 1015609-75-2, 6-Iodo-1H-pyrrolo[3,2-b]pyridine.

Reference:
Patent; SEPRACOR INC.; CHYTIL, Milan; ENGEL, Sharon, R.; FANG, Qun, Kevin; WO2010/144571; (2010); 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. 16744-81-3, name is 4-Methoxypicolinaldehyde, the common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Methoxypicolinaldehyde

To a cooled (0 °C) solution of 18 (93 mg, 0.67 mmol) and 21 (77 mg, 0.56 mmol) in dry dichloromethane (1 mL) was added NaBH(OAc)3 (178 mg, 0.84 mmol). The reaction mixture was stirred at rt for 6 hr. The reaction was quenched with water, the mixture was diluted with sat. NaHCO3, and then extracted with CHCl3. The extracts were dried over MgSO4 and concentrated by evaporation to give the crude product. To a solution of the product in dry CH2Cl2 (1 mL) was added dropwise the solution of Boc2O (292 mg, 1.34 mmol) in dry CH2Cl2 (2.0 mL). The reaction mixture was stirred at rt overnight. After dilution with sat. NaHCO3, the mixture was extracted with CHCl3. The extracts were dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on SiO2 (CH3Cl :MeOH : NH3 = 100 : 1 : 0.1 ? 40 : 0.1) to give 22 (156 mg, 78 percent) as a yellow oil.

The synthetic route of 16744-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fuchida, Hirokazu; Tabata, Shigekazu; Shindo, Naoya; Takashima, Ippei; Leng, Qiao; Hatsuyama, Yuji; Hamachi, Itaru; Ojida, Akio; Bulletin of the Chemical Society of Japan; vol. 88; 6; (2015); p. 784 – 791;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 176526-00-4, Adding some certain compound to certain chemical reactions, such as: 176526-00-4, name is 2-(Pyridin-4-yl)benzaldehyde,molecular formula is C12H9NO, 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 176526-00-4.

A solution of tetrabutylammonium fluoride (0.027 ml; 1.0 M in tetrahydrofuran) was added to a solution of 2-pyridin-4-yl-benzoAldehyde (500 mg, 2.73 mmol) and trifluoromethyltrimethylsilane (TMSCF3) (485 mul, 3.28 mmol) in 5 ml of THFin. The resulting mixture was warmed to room temperature and stirred at room temperature for 4 hours. The reaction mixture was then washed with 5 ml of 1N HClAnd stirred overnight at room temperature. The solvent was evaporated to dryness, 9 ml of a 1 M aqueous solution of sodium carbonate was added and the aqueous phase was extracted with chloroform (3 x10 ml), the combined chloroform layers were washed with water and dried over MgSO4. Evaporation of the organic solvent gave 300 mg of 2,2,2-trifluoro-l- (2-Pyridin-4-yl-phenyl) ethanol in a yield of 43%.

According to the analysis of related databases, 176526-00-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Laixiken Pharmaceutical Co., Ltd.; A Luojiyasami·dewasajiayalayi; Jin Haihong; Shi Zhicai; A Xiaoke·tunuli; Wang Ying; Zhang Chengmin; (63 pag.)CN104045626; (2017); B;,
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. 920979-05-1, name is 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., Quality Control of 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

23.3 ethyl 5-(trifluoromethyl)pyrrolo[3,2-b]pyridine-2-carboxylate 1 ml (18.71 mmol) of concentrated sulphuric acid is added to a solution of 0.2 g (0.87 mmol) of 5-trifluoromethyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid, obtained in step 23.2, in 10 ml of ethanol. The solution is stirred at reflux for 20 hours and then cooled and concentrated under reduced pressure. The resultant residue is subsequently taken up with 50 ml of dichloromethane and then washed successively with 20 ml of a saturated aqueous solution of sodium hydrogen carbonate, 40 ml of water and 20 ml of a saturated aqueous solution of sodium chloride, dried over sodium sulphate and then concentrated under reduced pressure. 0.19 g of product is obtained, which product is used as it is in the subsequent step.

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, 920979-05-1, 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid.

Reference:
Patent; SANOFI-AVENTIS; US2009/42873; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem