Pyridine-derivatives

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.630395-95-8, name is 1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde, molecular formula is C8H6N2O, molecular weight is 146.15, as common compound, the synthetic route is as follows.Recommanded Product: 1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde

1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde (450 mg; Anichem) was dissolved in THF (15 mL). Sodium borohydride (116 mg) was added at 0 0C and the mixture was stirred for 30 min. It was quenched with water, the solvent was evaporated and the residue was applied to an SCX column. It was eluted with MeOH followed by 2M ammonia in MeOH. Fractions containing the desired product were evaporated to give the title compound (390 mg) as a yellow oil. 1H NMR (CD3OD) delta: 4.77 (2H, s), 6.55 (1 H, s), 7.40 (1 H, d), 8.10 (1 H, d), 8.71 (1 H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,630395-95-8, 1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); 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. 280566-45-2, name is 2-Chloro-6-(trifluoromethyl)nicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

In a vial, 2-chloro-6-(trifluoromethyl)nicotinic acid (0.98 g, 4.4 mmol) and 2- chloro-6-(trifluoromethyl)isonicotinic acid (1.85 g, 8.2 mmol) were dissolved in ethyl orthoformate (5.0 mL, 30.1 mmol) and heated at 120 C for 5 hours at which time TLC analysis showed that most of the starting material had been consumed and the products were formed. The reaction mixture was evaporated in vacuo and the residue was purified by silica gel chromatography using 10% EtOAc/hexanes to give the two ethyl ester products. ? NMR (400 MHz, CDC13): delta 8.14 (s, 1 H), 8.08 (s, 1 H), 4.47 (q, 2H), 1 .44 (t, 3H).

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, 280566-45-2, 2-Chloro-6-(trifluoromethyl)nicotinic acid.

Reference:
Patent; INCYTE CORPORATION; RODGERS, James D.; ARVANITIS, Argyrios G.; WO2013/26025; (2013); 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. 1190862-70-4, name is Ethyl 5-bromo-6-methylnicotinate, the common compound, a new synthetic route is introduced below. Recommanded Product: Ethyl 5-bromo-6-methylnicotinate

Ethyl 5-bromo-6-methyl-pyridine-3-carboxylate (1 g, 4.1 mmol) was dissolved in heavy water (10 mL).Deuterated sodium hydroxide (1.51 g, 14.75 mmol) was added thereto, and the reaction solution was heated to 140 C overnight.After the reaction was completed, it was cooled to room temperature, and the pH was adjusted to 3-4 with a 2N aqueous HCl solution, and the precipitated solid was filtered, washed with a small amount of water, and dried.A white solid 784 mg was obtained.

The synthetic route of 1190862-70-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Pharmaceutical Group Co., Ltd.; Wan Huixin; Li Chunli; Shi Chen; Liu Haiyan; Li Ping; Shen Jingkang; (50 pag.)CN104341425; (2018); B;,
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.1155847-42-9, name is 2-Bromo-4-chloro-3-fluoropyridine, molecular formula is C5H2BrClFN, molecular weight is 210.43, as common compound, the synthetic route is as follows.Recommanded Product: 2-Bromo-4-chloro-3-fluoropyridine

To a degassed solution of 2-bromo-4-chloro-3-fluoropyridine (7.3g, 34.7 mmol) in DMF (50 mL) was added palladium tetrakistriphenylphosphine (4.01g, 3.47 mmol) and zinc cyanide (4.07g, 34.7 mmol) and heated to 1000C for 20 minutes. After this time, more palldium tetrakis triphenylphosphine (4.01g, 3.47mmol) was added and heated to 100C for 90 minutes. The mixture was allowed to cool to room temperature and treated with water (200 mL) and ether (400 mL). The resulting mixture was filtered to remove insoluble solids, the filtrate was partitioned, and the aqueous layer was extracted with ether (400 mL). The combined ether extracts were washed with water (200 mL), dried (MgSO4), filtered, and the solvent removed in vacuo. This residue was purified by chromatography using silica gel column (330 g) eluting with a gradient of 10-100% CH2CI2 in hexanes to provide the title compound. lH NMR (CDCI3) delta=8.45 (d, IH, J=5Hz) and 7.65 (dd, IH, J=5Hz) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1155847-42-9, 2-Bromo-4-chloro-3-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2009/67166; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1186194-46-6 , The common heterocyclic compound, 1186194-46-6, name is 5-Bromo-6-methoxynicotinic acid, molecular formula is C7H6BrNO3, 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.

(5-bromopyridin-2-yl) ((2S) -2- (4-chlorophenyl) piperazin- 1 – yl) methanone hydrochloride(200 mg),5-Bromo-6-methoxynicotinic acid (130 mg),HATU (250 mg),Triethylamine (0.15 ml) and DMF (3 ml)Was stirred at room temperature for 2 hours.The mixture was extracted with ethyl acetate and water. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane / ethyl acetate) and silica gel column chromatography (NH, hexane / ethyl acetate) to give the title compound (223 mg).

The synthetic route of 1186194-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MIZOJIRI, RYO; CARY, DOUGLAS ROBERT; HIRAYAMA, TAKAHARU; ITO, MASAHIRO; TANAKA, TOSHIO; IMAEDA, YASUHIRO; SASAKI, SHIGEKAZU; TAKAMI, KAZUAKI; FUKUDA, KOICHIRO; KAMAURA, MASAHIRO; MORISHITA, NAO; (133 pag.)JP2017/222626; (2017); A;,
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. 15103-48-7, name is Pyridine-2-sulfonic acid, the common compound, a new synthetic route is introduced below. Quality Control of Pyridine-2-sulfonic acid

1) 1-Benzhydrylazetidin-3-one Pyridinesulfonic acid (19.7 g) in dimethyl sulfoxide (84 mL) was added dropwise to 1-benzhydrylazetidin-3-ol (4.79 g) in triethylamine (27.9 mL) under cooling on ice, followed by stirring at 50C for 40 minutes. The reaction mixture was partitioned between ice-water and ethyl acetate. The organic layer was washed with saturated brine, followed by drying over magnesium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane – ethyl acetate), to thereby give 1-benzhydrylazetidin-3-one as a solid product (2.85 g, 60%). 1H-NMR(400MHz,CDCl3)delta:4.00(4H,s), 4.59(1H,s), 7.19-7.49(10H,m).

The synthetic route of 15103-48-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); 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. 718608-10-7, name is 5-(Bromomethyl)-2-methylpyridine hydrobromide, molecular formula is C7H9Br2N, 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. SDS of cas: 718608-10-7

Sodium hydride (800mg, 60% dispersion in mineral oil, 20MMOL) and imidazole (54mg, 0. 8MMOL) were added portionwise to a cooled (-15C) solution of the acid from preparation 37 (960mg, 4MMOL) in tetrahydrofuran (40ML) and the solution stirred for 1 hour. A suspension of the bromide from preparation 40 (1.28g, 4. 8MMOL) and N-methyl morpholine (535mg, 5. 3MMOL) in TETRAHYDROFURAN (10M .) was added so as to maintain the temperature BELOW-1 5C, and the reaction then stirred for a further 2 hours. The reaction was allowed to warm to room temperature and stirred for a further 18 hours. The mixture was then basified to pH 11, washed with ethyl acetate, carefully acidifed to pH 5 and extracted with ethyl acetate. These combined organic solutions were washed with brine, dried (MGS04) and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel using DICHLOROMETHANE : methanol (94: 6) as eluant, and the product triturated with ether to afford the title compound, 177mg ;’H NMR (CDC13, 400MHZ) 8 : 1.42 (s, 9H), 2.62-2. 80 (m, 5H), 3.64 (m, 2H), 4.18 (m, 1 H), 4.60 (s, 2H), 5.50 (d, 1 H), 7.40 (d, 1 H), 7.83 (d, 1 H), 8.62 (s, 1 H) ; LRMS: M/Z (ES-) 323 [M-H]-.

With the rapid development of chemical substances, we look forward to future research findings about 718608-10-7.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/56750; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1095823-39-4, 5-Chloro-4-(trifluoromethyl)pyridin-2-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, Recommanded Product: 1095823-39-4, blongs to pyridine-derivatives compound. Recommanded Product: 1095823-39-4

No. I.5-451: 5-Ethylcarbonyloxy-4-methyl-1-(5-chloro-4-trifluoromethylpyridin-2-yl)-1,5-dihydro-2H-pyrrol-2-one 5-Hydroxy-4-methyl-2,5-dihydrofuran-2-one (300 mg, 2.63 mmol, 1.0 equiv) and 2-amino-5-chloro-4-trifluoromethylpyridine (568 mg, 2.89 mmol, 1.1 equiv) were dissolved in abs. toluene (12 ml) and stirred under reflux conditions for 16 h. After cooling to room temperature, the reaction mixture was filtered off with suction and, after thorough drying, 5-(5-chloro-4-trifluoromethylpyridin-2-yl)amino-4-methyl-2,5-dihydrofuran-2-one was isolated without any further purification in the form of a colorless solid (530 mg, 68% of theory).). 1H-NMR (400 MHz, d6-DMSO delta, ppm) 8.43 (s, 1H), 8.36 (d, 1H), 7.06 (s, 1H), 6.78 (d, 1H), 6.15 (m, 1H), 2.07 (s, 3H). 5-(5-Chloro-4-trifluoromethylpyridin-2-yl)amino-4-methyl-2,5-dihydrofuran-2-one (250 mg, 0.85 mmol, 1.0 equiv) was dissolved in propionic anhydride (2.22 g, 20 equiv) and stirred at a temperature of 155 C. for 4 h. After cooling to room temperature, the reaction mixture was filtered off with suction, and final purification by column chromatography of the resulting crude product (gradient ethyl acetate/heptane) gave 5-ethylcarbonyloxy-4-methyl-1-(5-chloro-4-trifluoromethylpyridin-2-yl)-1,5-dihydro-2H-pyrrol-2-one in the form of a colorless solid (35 mg, 12% of theory). 1H-NMR (400 MHz, CDCl3 delta, ppm) 8.67 (s, 1H), 8.39 (s, 1H), 7.42 (s, 1H), 6.02 (m, 1H), 2.39-2.32 (m, 2H), 2.08 (s, 3H), 1.17 (t, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1095823-39-4, 5-Chloro-4-(trifluoromethyl)pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; Bayer Aktiengesellschaft; FRACKENPOHL, Jens; FRANKE, Jana; HELMKE, Hendrik; REINGRUBER, Anna Maria; DIETRICH, Hansjoerg; MACHETTIRA, Anu Bheemaiah; GATZWEILER, Elmar; ROSINGER, Christopher Hugh; SCHMUTZLER, Dirk; LUEMMEN, Peter; (181 pag.)US2020/79765; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89415-54-3, 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 89415-54-3, name is 5-Bromo-N2-methylpyridine-2,3-diamine. This compound has unique chemical properties. The synthetic route is as follows.

e. 4-[(7-bromo-4-methyl-3-oxo-3,4-dihydro-pyrido[2,3-b]-pyrazin-2-yl)methyl]-benzonitrile Prepared analogously to Example 7f from 3-amino-5-bromo-2-methylamino-pyridine and 3-(4-cyano-phenyl)-2-oxo-propionic acid in ethanol. Yield: 26.2% of theory, Rf value: 0.68 (silica gel; methylene chloride/ethanol/glacial acetic acid=4:1:0,01).

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 89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine.

Reference:
Patent; Boehringer Ingelheim Pharma KG; US6200976; (2001); B1;,
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 915006-52-9, name is 6-Bromo-2-iodopyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 915006-52-9

A solution of 6-bromo-2-iodo-pyridin-3-ylamine (as prepared in the previous step, 1.00 g, 3.35 mmol) in toluene (27 mL) and EtOH (13.5 mL) was treated with 2.0 M aq Na2CO3 (13.4 mL, 26.8 mmol) and 4,4-dimethyl-cyclohex-1-enylboronic acid (567 mg, 3.68 mmol). The mixture was degassed via sonication, placed under Ar, treated with Pd(PPh3)4 (271 mg, 0.234 mmol), and heated to 80 C. for 5 h. The cooled mixture was diluted with EtOAc (100 mL) and washed with water (2×50 mL). The combined aqueous layers were extracted with EtOAc (1×100 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo. Silica gel chromatography of the residue on a Varian MegaBond Elut 50-g column with 10% EtOAc-hexane afforded 668 mg (71%) of 6-bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-pyridin-3-ylamine as a tan solid. 1H-NMR (CDCl3; 400 MHz): delta 7.06 (d, 1H, J=8.3 Hz), 6.85 (d, 1H, J=8.3 Hz), 5.95 (m, 1H), 3.86 (br s, 2H), 2.43-2.39 (m, 2H), 1.99-1.97 (m, 2H), 1.51 (t, 2H, J=6.4 Hz), 0.99 (s, 6H).

With the rapid development of chemical substances, we look forward to future research findings about 915006-52-9.

Reference:
Patent; Illig, Carl R.; Ballentine, Shelley K.; Chen, Jinsheng; DesJarlais, Renee Louise; Meegalla, Sanath K.; Wall, Mark; Wilson, Kenneth; US2007/249608; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem