Tag: M.W:100-200

Reference of 791644-48-9, 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 791644-48-9, name is 2-Chloro-5-fluoronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Example 4A5-Fluoro-lH-pyrazolo[3,4-b]pyridin-3-amineA suspension of 38.5 g (245.93 mmol) of 2-chloro-5-fluoronicotinonitrile was introduced in 1,2-ethanediol (380 ml) and subsequently admixed with hydrazine hydrate (1 19.6 ml, 2.459 mol) The mixture was heated at reflux with stirring for 4 h. On cooling, the product precipitated. The yellow crystals were admixed with water (380 ml) and subjected to extractive stirring at RT for 10 min. Then the suspension was filtered with suction over a frit, and the filter product was washed with water (200 ml) and with -10C cold THF (200 ml). The residue was dried under a high vacuum over phosphorus pentoxide.Yield: 22.8 g (61% of theory) .H NMR (400 MHz, DMSO-d6): delta = 5.54 (s, 2H), 7.96 (dd, 1H), 8.38 (m, 1H), 12.07(m, 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 791644-48-9, 2-Chloro-5-fluoronicotinonitrile.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HIRTH-DIETRICH, Claudia; SANDNER, Peter; STASCH, Johannes-Peter; KNORR, Andreas; VON DEGENFELD, Georges; HAHN, Michael; FOLLMANN, Markus; WO2011/147810; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 74115-13-2, 5-Bromo-3-pyridinol, 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, Computed Properties of C5H4BrNO, blongs to pyridine-derivatives compound. Computed Properties of C5H4BrNO

To a solution of 5-bromopyridin-3-ol (L) (174 mg, 1.0 mmol) in DMF (3 mL) was added potassium carbonate (415 mg, 3.0 mmol). The slurry was heated at 90C for 1 h and then cooled to 25C. The (bromomethyl)benzene (LIV) (171 mg, 1.0 mmol) was added and the mixture was stirred at 25C overnight. The reaction was worked-up using a saturated sodium bicarbonate and EtOAc extraction. The product was purified by ISCO column (40-100% EtOAchexanes). The 3-(benzyloxy)-5-bromopyridine (LV) (105 mg, 0.398 mmol, 39.8 % yield) was obtained as yellow oil. ESIMS found for C,2H,oBrNO mlz 266.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,74115-13-2, 5-Bromo-3-pyridinol, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (240 pag.)WO2017/23975; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6959-47-3, 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 6959-47-3, name is 2-(Chloromethyl)pyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

(2-Chloromethyl)pyridine hydrochloride was dehydrochlorinated by dissolution in an aqueous solution saturated with sodium carbonate and then extracted with dichloromethane. To a 7mL solution of 1,3-diamino-2-propanol (144mg) in acetonitrile was added dropwise a 5mL solution of (2-chloromethyl)pyridine (815mg) in acetonitrile. Then, triethylamine (1.75mL) was added dropwise to the reaction mixture that was then allowed to stir at room temperature for 5 days. After removing the solvent under vacuum, the mixture was dissolved in dichloromethane and washed three times with water. Purification by silica gel column chromatography (CHCl3/CH3OH) yielded 351mg (48%) of the expected product as a pale yellow oil. 1H NMR analysis (CDCl3, 360MHz): delta (ppm): 8.529 (4H, d, JHH=4.7Hz), 7.616 (4H, td, JHH=7.7Hz, JHH=1.8Hz), 7.402 (4H, d, JHH=7.9Hz), 7.152 (4H, td, JHH=4.7Hz, JHH=1.4Hz), 3.935-4.101 (9H, m), 2.72 (4H, m). HR ESI-MS analysis: m/z 455.2551,

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 6959-47-3, 2-(Chloromethyl)pyridine hydrochloride.

Reference:
Article; Trehoux, Alexandre; Roux, Yoann; Guillot, Regis; Mahy, Jean-Pierre; Avenier, Frederic; Journal of Molecular Catalysis A: Chemical; vol. 396; (2015); p. 40 – 46;,
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. 1097264-89-5, name is 2-Chloro-5-fluoro-3-methoxypyridine, molecular formula is C6H5ClFNO, 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. Recommanded Product: 1097264-89-5

To a solution of 2-chloro-5-fluoro-3-(methyloxy)pyridine D47 (0.11 g, 0.70 mmol) in dry toluene (3 ml), sodium t-butoxide (0.094 g, 0.98 mmol), Pd2(dba)3 (0.064 g, 0.07 mmol), BINAP (0.131 g, 0.21 mmol) and benzophenone imine (0.14 ml, 0.84 mmol) were added. The resulting mixture was degassed (3¡Ápump/N2) and then heated to 80 C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (80 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (8 ml) and HCl (0.35 ml of a 2 M aqueous solution, 0.70 mmol) was added. The mixture was stirred at room temperature for 1.5 h, then neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (40 ml). The phases were separated and the aqueous one back-extracted with DCM (2¡Á10 ml). The collected organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel (Biotage SP4 12M, Cy/EtOAc 60/40) to give the title compound D48 (0.071 g, 0.49 mmol, 70% yield from D47, two steps) as a yellow solid. UPLC: rt=0.28 min, peak observed: 143 (M+1). C6H7FN2O requires 142.

With the rapid development of chemical substances, we look forward to future research findings about 1097264-89-5.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); 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. 875781-17-2, name is 5-Bromo-1H-pyrazolo[3,4-b]pyridine, the common compound, a new synthetic route is introduced below. Safety of 5-Bromo-1H-pyrazolo[3,4-b]pyridine

The 5-bromo -1H-pyrazolo [3,4-b] pyridine (2.0g, 10 . 1mmol) adding 20mLN, in N-dimethyl formamide, stirring to dissolve, then adding flaky potassium hydroxide (1.2g, 21 . 4mmol), stir at room temperature the reaction 10 minutes, and then added with the solid iodine (2.8g, 11 . 1mmol), stir at room temperature the reaction 4 experimental, then water (30 ml) dilution, ethyl acetate (3¡Á20 ml) extraction, then with saturated sodium thiosulfate solution (2¡Á30 ml) and saturated salt water (2¡Á30 ml) washing, the organic phase is dried with anhydrous sodium sulfate, concentrated. Then the solid plus dioxane (30 ml) is dissolved, add potassium hydroxide (1.2g, 21 . 4mmol), stir to react under room temperature for 10 minutes, then adding solid iodine (2.8g, 11 . 1mmol), stir at room temperature reaction sleepovers, water reaction is ended (30 ml) dilution, ethyl acetate (3¡Á20 ml) extraction, then with saturated sodium thiosulfate solution (2¡Á30 ml) and saturated salt water (2¡Á30 ml) washing, the organic phase is dried with anhydrous sodium sulfate, concentrated to obtain pale brown solid (2.8g, 85.6%).

The synthetic route of 875781-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai?Kechow Pharma, Inc; TIAN, HONGQI; JI, CONGHUI; HUANG, GONGCHAO; LIU, QIANG; (33 pag.)CN103613591; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1452-63-7 , The common heterocyclic compound, 1452-63-7, name is Picolinohydrazide, molecular formula is C6H7N3O, 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.

a) Pyridine-2-carboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide A suspension of 9.24 g (0.035 mol) 2-(phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride in 100 ml chloroform was treated with 35 ml 1N aqueous sodium hydoxide. 14 ml of a saturated aqueous sodiumbicarbonate solution was added and the mixture was extracted with chloroform. The extracts were combined and dried with sodium sulfate and the solvents were distilled off under reduced pressure. The resulting colorless oil was stirred together with 5.12 g (0.037 mol) 2-picolinyl hydrazide in 60 ml chloroform for 24 hours at 50 C. The resulting precipitate was filtered off and dried. A quantitative yield of pyridine-2-carboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide was obtained as white crystals. MS m/e (%): 319 (M+H+, 100).

The synthetic route of 1452-63-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US6355653; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13269-19-7, 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. 13269-19-7, name is 2-Nitropyridin-3-amine. A new synthetic method of this compound is introduced below.

General procedure: choloro acetylcholoride (24mmol) and Et3N (24mmol) was added to a solution of 2-chloro-3-aminopyridine 7e (20mmol) in CH2Cl2 (20mL) at room temperature. The mixture was stirred for 5 hrs, and the solvent was evaporated under vacuum. The residue was purified by column chromatography (CH2Cl2:CH3OH: 30:1) on silica gel to obtain pure compound 8e as a white powder in 72% yield. To a solution of amide derivative 8e (5mmol) and potassium carbonate (7.5mmol) in acetonitrile (20ml) was added isothiocyanate (6mmol) during about 5min. The reaction mixture was stirred at room temperature overnight, and the solvent was evaporated under vacuum. The residue was extracted with ethyl acetate (20mL¡Á3). The combined organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The obtained residue was purified by silica gel flash chromatography column (CH2Cl2:CH3OH: 30:1) to afford 5l as a white solid in 82% yield. To a solution of 5l (1mmol) in glacial acetic acid (5mL) were added aldehyde 6b (1mmol) and beta-alanine (1mmol). The resulting mixture was stirred under reflux for 2h. Upon completion of the reaction, the mixture was cooled, the reaction was quenched with water, and the precipitate was filtered off, then the residue was purified by column chromatography (CH2Cl2:CH3OH: 15:1) on silica gel to obtain pure compound 2r as a faint yellow powder in 80% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13269-19-7, its application will become more common.

Reference:
Article; Cai, Ming-Guang; Wu, Yang; Chang, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 10; (2016); p. 2517 – 2520;,
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. 7379-35-3, name is 4-Chloropyridine hydrochloride. A new synthetic method of this compound is introduced below., Computed Properties of C5H5Cl2N

Step 1. Methyl(4-nitrophenyl)-4-pyridylamine To a suspension of N-methyl-4-nitroaniline (2.0 g, 13.2 nmmol) and K2CO3 (7.2 g, 52.2 mmol) in DMPU (30mL) was added 4-chloropyridine hydrochloride (2.36 g, 15.77 mmol). The reaction mixture was heated at 90¡ã C. for 20 h, then cooled to room temperature. The resulting mixture was diluted with water (100 mL) and extracted with EtOAc (100 mL). The organic layer was washed with water (100 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, gradient from 80percent EtOAc/20percent hexanes to 100percent EtOAc) to afford methyl(4-nitrophenyl)-4-pyridylamine (0.42 g)

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, 7379-35-3, 4-Chloropyridine hydrochloride.

Reference:
Patent; BAYER CORPORATION; US2004/102636; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 64951-08-2, Imidazo[1,2-a]pyridine-2-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, Recommanded Product: 64951-08-2, blongs to pyridine-derivatives compound. Recommanded Product: 64951-08-2

Working Example 47 To a mixture of 3-methoxymethyl-1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (500 mg) obtained in Reference Example 14, imidazo[1,2-a]pyridine-2-carboxylic acid (211 mg), triethylamine (657 mg) and N,N-dimethylformamide (3 ml) is added dropwise under ice-cooling, while stirring, a solution of diethyl cyanophosphonate (277 mg) in N,N-dimethylformamide (1 ml), and the mixture is stirred for one hour. The reaction mixture is poured into ice-water and extracted with ethyl acetate. The organic layer is washed with water, dried and concentrated under reduced pressure. The concentrate is purified by means of a silica gel column chromatography (eluent: ethyl acetate), followed by recrystallization to give 2-[2-methoxymethyl-4-(3,4,5-trimethoxybenzyl)piperazin-1-ylcarbonyl]imidazo[1,2-a]-pyridine as colorless prisms (354 mg), m.p. 129-130C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP368670; (1990); A1;,
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.2369-19-9, name is 2-Fluoro-5-methylpyridine, molecular formula is C6H6FN, molecular weight is 111.1169, as common compound, the synthetic route is as follows.name: 2-Fluoro-5-methylpyridine

Diisopropylamine (910.7 mg, 1.261 mL, 9.000 mmol) was dissolved in dry TetaF(20mL) and cooled to -78 0C, n-Buli (3.600 mL of 2.5 M, 9.000 mmol) was added slowly dropwise and the resultant mixture was then allowed to warm to -20 0C over 40min before being cooled back down to -78 0C.[ 00363 ] A solution of 2-fluoro-5-methyl-pyridine (1.0 g, 9.000 mmol) in dry THF(1OmL) was added dropwise and the solution was stirred at this temp for 2 hours. A solution of iodine (2.284 g, 463.3 muL, 9.000 mmol) in THF (1OmL) was then added and the resultant mixture stirred for a further 1 hour at this temp before being quenched with water. The resulting mixture was partitioned between sodium thiosulfate solution and Et2theta, organics separated and washed further with saturated NaCl. The combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure to give a colourless oil. The resulting mixture was purified by column chromatography (30% EtOAc in hexanes, ~200mL silica) to give a colourless foam (1.409g, 66% Yield). 1 H NMR (400.0 MHz, DMSO) d 1 .42 (s, 1 H) and 7.07 – 7.12 (s, 2H) ppm

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2369-19-9, 2-Fluoro-5-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/73300; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem