Category: pyridine-derivatives

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. 14667-47-1, name is Methyl 2-aminonicotinate, the common compound, a new synthetic route is introduced below. Quality Control of Methyl 2-aminonicotinate

Concentrated nitric acid (65%, 3.2 mmol, 76 mmol, 1.05 equiv) was added dropwise to a stirred suspension of 21 (10.0 g, 72.4 mmol) in concentrated sulfuric acid (96%, 90.5 mL, 1.69 mol, 23.3 equiv) maintained at 0 C.The solution was brought back to room temperature and stirred for 2 h. The brown mixture was poured onto iced water and carefully quenched by adding solid Na2CO3 portionwise until complete neutralization (pH>8). The aqueous layerwas extracted three times with AcOEt. The combined organic layers were washed with brine and water, and dried over MgSO4. Evaporation of the residue in vacuo furnished the title compound 22 in analytically pure form(11.7 g, 82%) as a colourless solid

The synthetic route of 14667-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hedou, Damien; Deau, Emmanuel; Harari, Marine; Sanselme, Morgane; Fruit, Corinne; Besson, Thierry; Tetrahedron; vol. 70; 35; (2014); p. 5541 – 5549;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 76093-33-9, (R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid, 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, 76093-33-9, blongs to pyridine-derivatives compound. Recommanded Product: (R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

(2) Preparation of (4S)-3-(3-methyl-1-phenylethylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate According to Example 15, (R)-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid was synthesized. To a solution of (R)-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (2.9 g, 8.73 mmol) in dichloromethane was added 0.1 mL DMF. To the mixture was slowly added oxalyl chloride (2.2 g, 17.33 mmol) dropwisely in an ice bath. The reaction was conducted at 25 C. until the completion of reaction. The resulting mixture was evaporated under reduced pressure to remove oxalyl chloride. To the reaction flask were slowly added dichloromethane (20 mL), 3-methyl-1-phenylethylpyrrolidin-3-ol (1 g, 4.87 mmol) and DIPEA (1.56 g, 12.1 mmol) dropwisely under cooling in an ice bath respectively and successively. The reaction was conducted at 25 C. After the completion of reaction monitored by HPLC, the reaction solution was washed with water thrice. The organic phase was dried over sodium sulfate, and filtered by suction. The filtrate was evaporated to dryness, and purified by column chromatography (silica gel column, eluted with petroleum ether:ethyl acetate=78:1 (volumetric ratio)) to produce (4S)-3-(3-methyl-1-phenylethylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (1.21 g) in a yield of 48%. Molecular formula: C29H33N3O6 Mw: 519.2 MS (M+H): 520.3 1H-NMR (DMSO, 400 MHz) delta: 9.20-9.18 (1H, d), 8.03-7.97 (2H, m), 7.64-7.53 (2H, m), 7.34-7.21 (5H, m), 4.96-4.93 (1H, d), 3.56-3.54 (2H, m), 3.52-3.41 (3H, m), 3.34-3.17 (1H, m), 3.07-2.93 (2H, m), 2.50-2.49 (2H, m), 2.31-2.29 (6H, d), 2.26 (1H, m), 1.54-1.39 (3H, dd), 1.1 (1H, s), 1.05 (1H, t).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76093-33-9, its application will become more common.

Reference:
Patent; XUANZHU PHARMA CO., LTD.; Zhang, Hui; Fan, Mingwei; Sun, Liang; US2014/45896; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 2459-07-6, Adding some certain compound to certain chemical reactions, such as: 2459-07-6, name is Methyl picolinate,molecular formula is C7H7NO2, 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 2459-07-6.

To a 500 mL three neck round-bottomed flask equipped with a mechanical stirrer, a reflux condenser, and a nitrogen inlet/outlet was added methyl picolinate (40 g, 0.292 mol), hydrazine hydrate (17.5 g, 0.35 mol) and ethanol (120 mL). The resulting mixture was heated under reflux for 1 h. The solvent was removed under reduced pressure and the resulting residue dried to give the product 40 g (0.292 mol, 100%) as a white solid. 1H NMR (400 MHz, CDCl3) 8.99 (br s, 1H, -N-H), 8.51 (m, 1H, Ar-H), 8.13 (m, 1H, Ar-H), 7.82 (m, 1H, Ar-H), 7.40 (m, 1H, Ar-H) 4.08 (br s, 2H, -NH2).

According to the analysis of related databases, 2459-07-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTEC INDUSTRIES INC.; THE UNIVERSITY COURT OF THE UNIVERSITY OF EDINBURGH; ROEBUCK, James William; SASSI, Thomas; FISCHMANN, Adam James; GRIFFIN, Violina; TASKER, Peter Anthony; (28 pag.)US2016/244860; (2016); 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. 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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: 6419-36-9

87 g 3-pyridineacetic acid hydrochloride (500 mmole) was suspended in 225 g chlorobenzene together with 103 g phosphorous trichloride (750 mmole) and heated to 50C for one hour to produce an opaque, 2 phase liquid system containing the acid chloride of 3- pyridineacetic acid.

With the rapid development of chemical substances, we look forward to future research findings about 6419-36-9.

Reference:
Patent; SANDOZ A/S; WO2008/58722; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 97483-77-7 ,Some common heterocyclic compound, 97483-77-7, molecular formula is C6H3BrN2, 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 solution of 5-bromo-2-cyanopyridine (5.0 g, 27.32 mmol) in methanol (50 mL) at 0 C were added nickel (II) chloride hexahydrate (649 mg, 27.32 mmol), di-tert-butyl dicarbonate (11.9 g, 54.64 mmol) and sodium borohydride (2.06 g, 54.64 mmol). The reaction mixture was stirred at RT for 18 h. The mixture was concentrated under reduced pressure and the residue was diluted with ethyl acetate and water. The layers were separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and concentrated. The residue thus obtained was purified by silica gel column chromatography to afford 1.0 g of the titled product. 1H NMR (300 MHz, CDCl3) delta 1.45 (s, 9H), 4.39 (d, = 5.4 Hz, 2H), 5.47 (br s, 1H), 7.21 (d, = 8.1 Hz, 1H), 7.79 (d, = 8.1 Hz, 1H), 8.59 (s, 1H); APCI-MS (m/z) 289 (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,97483-77-7, its application will become more common.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; CHAUDHARI, Sachin Sundarlal; DAS, Sanjib; GHARAT, Laxmikant Atmaram; DHONE, Sachin Vasantrao; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (128 pag.)WO2018/42342; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 889865-45-6, 2,3-Dichloro-4-iodopyridine, 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, 889865-45-6, blongs to pyridine-derivatives compound. name: 2,3-Dichloro-4-iodopyridine

A mixture of DlO (4 g, 14.605 mmol), 4-phenylpiperidine (3.532 g, 21.907 mmol) and DIPEA (5.088 ml, 29.209 mmol) in CH3CN (150 ml) was heated in a sealed tube at 110 0C for 16 h. The mixture was then treated with NaHCO3 (aqueous sat. solution). The resulting mixture was extracted with EtOAc. The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH/EtOAc gradient as – 1 -eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D14 (2.32 g, 52%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,889865-45-6, its application will become more common.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; ADDEX PHARMA S.A.; CID-NUNEZ, Jose, Maria; OEHLRlCH, Daniel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary, John; VEGA RAMIRO, Juan, Antonio; MACDONALD, Gregor, James; WO2010/130424; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84249-14-9 ,Some common heterocyclic compound, 84249-14-9, molecular formula is C5H5BrN2, 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 potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate (13.0 g, 68.9 mmol)And 4-bromopyridin-2-amine (3.00 g, 17.3 mmol)Concentrated H2SO4 (2 mL) was added to a solution of ethanol (60 mL).The reaction mixture was stirred at 90 C for 18 hours.It was then concentrated under reduced pressure.The residue obtained was saturated with aq. NaHCO3, pH = 10,It was then extracted with EtOAc (200 mL x 3).The combined organic phases were washed with brine (100 mL).Dry over anhydrous sodium sulfate,Filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a white solid (4.6 g, 99%).

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. 84249-14-9, 2-Amino-4-bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
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. 5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide

A solution of 4-(bromoacetyl)pyridine hydrobrornide (2 g, 7. 12 mmol) andthiobenzamide (976 mg, 7.12 rnmol) in absolute EtOH (20 mL) was stirred at 80 C)C for l.Sh,cooled to room temperature, and concentrated in vacuo. The resulting solid was trinLrated withsaturated aqueous potassium carbonate, filtered, washed with water, and dried in vacuo to give1.57 g of the title product as a light pink solid (92% yield): 1 H Ntv1R (DMSO-d6. ppm) o 7.58(m, 3H), 8.03 (d, 2H), 8.08 (dd, 2H), 8.56 (s, l H), 8.70 (d, 2H); [M+H ‘J rn/z 239.

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, 5349-17-7, 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; RUGA CORPORATION; VERNIER, Jean-Michel; O’CONNOR, Patrick; BOUNAUD, Pierre-Yves; HOPKINS, Stephanie; MATTHEWS, David; WO2014/172639; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 113770-88-0, 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.113770-88-0, name is 3-Fluoro-4-cyanopyridine, molecular formula is C6H3FN2, molecular weight is 122.1, as common compound, the synthetic route is as follows.

3-Fluoroisonicotinonitrile (CAS ii3770-88-0, 68.4 mg, 0.56 mmol) and tert-butyl piperazinei-carboxylate (CAS 76535-74-5, 2i9 mg, i.i8 mmol) were dissolved in toluene in a microwave vial before flushed with Ar(g) and heated in a microwave reactor for is mm atiOOC. The reaction was diluted with EtOAc and filtered through a plug of silica. The filtrate was reduced in vacuo to give tert-butyl 4-(4-cyanopyridin-3-yl)piperazine-i-carboxylate (i53 mg, 95%).MS (ESI) m/z i89.0 [(M-Boc)-i-H]

Statistics shows that 113770-88-0 is playing an increasingly important role. we look forward to future research findings about 3-Fluoro-4-cyanopyridine.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; SVENSSON, Mats A; WEIGELT, Dirk; WO2014/184248; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13575-41-2, Thiazolo[4,5-b]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, 13575-41-2, blongs to pyridine-derivatives compound. Quality Control of Thiazolo[4,5-b]pyridin-2-amine

(4) 15.7 g of isoamyl nitrite was added dropwise to a solution of 8.1 g of compound 4 in 160 ml of dry tetrahydrofuran(20min), and then heated to 65 degrees reflux 4h; TLC detection reaction should be terminated, down to room temperature, filter out nothing,Filter cake ethyl acetate (50 mL * 3), spin dry system, purified by column (200-300 mesh silica gel column) petroleum ether:Ethyl acetate = 1: 1),(Product 5) was obtained in a yield of 46.6%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13575-41-2, its application will become more common.

Reference:
Patent; Sphinx Scientific Laboratory (Tianjin) Co., Ltd.; Yao, Qingjia; Xu, Yangjun; Wu, Simin; (6 pag.)CN104402910; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem