Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 22620-27-5, 5-Chloronicotinic 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: 22620-27-5, blongs to pyridine-derivatives compound. Recommanded Product: 22620-27-5

EXAMPLE 7; 2-Amino-4-(5-chloro-pyridin-3-yl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene; a) 5-Chloro-pyridine-3-carbaldehyde:; To a solution of oxalyl chloride (2.0 M solution in CH2Cl2, 30.0 mL, 60.0 mmol) in anhydrous CH2Cl2 (20.0 mL) cooled at 0 C., was added anhydrous DMF (3.0 mL, 38 mmol) dropwise, resulting in a white precipitate. The ice bath was removed and the white suspension was allowed to warm to room temperature. The white precipitate was filtered and collected on a sintered glass funnel. To a suspension of the above white precipitate (0.487 g, 3.81 mmol) in anhydrous acetonitrile (5.86 mL) and anhydrous THF (11.91 mL) at -55 C. was added pyridine (0.043 mL, 0.53 mmol) and 5-chloronicotinic acid (0.200 g, 1.27 mmol). The white suspension was warmed to room temperature over the next 3 h and then cooled to -78 C. While maintaining the internal temperature below -70 C., CuI (0.010 g) was added followed by the dropwise addition of LiAlH(t-BuO)3 (1.0 M solution in THF, 0.646 g, 2.54 mmol). The internal temperature was maintained below -70 C. for an additional 0.5 h and then the reaction was quenched with 2.0 N HCl (3 mL). The suspension was warmed to room temperature and diluted with ethyl acetate (150 mL), dried over Na2SO4, filtered through sintered glass and concentrated to a brown residue. The residue was purified by column chromatography (elution with EtOAC:hexanes, 1:4), and yielded 0.0484 g (27%) of the title compound as a white solid. 1H NMR (CDCl3): 10.11 (s, 1H), 8.95 (d, J=1.93 Hz, 1H), 8.81 (d, J=2.47 Hz, 1H), 8.15 (dd, J=2.47, 1.93 Hz, 1H).

The synthetic route of 22620-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cytovia, Inc.; US2006/104998; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 50501-38-7, 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 50501-38-7, name is 6-(Hydroxymethyl)picolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

The product of the previous step and N,N’-dicyclohexylcarbodiimide (19.3 g, 93.0 mmol) were added to a mixture of DMSO (22 ml) anhydrous H3PO4 (1.4 g) and the reaction was left to stir 1.5 hours. The reaction was filtered and washed with diethyl ether (2 x 30 ml) and water (2 x 30 ml). The reaction layers was separated and the organic layer was washed with saturated brine (2 x 30 ml), dried with MgS04, filtered and evaporated to yield (iib) as a yellow solid which was taken towards the next step without purification.

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 50501-38-7, 6-(Hydroxymethyl)picolinonitrile.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2006/21801; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 88912-24-7, 5,6-Dichloropicolinic 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: 5,6-Dichloropicolinic acid, blongs to pyridine-derivatives compound. Recommanded Product: 5,6-Dichloropicolinic acid

To a 100 ml round bottom flask equipped with a magnetic stirrer, reflux condenser and a nitrogen inlet were added 5,6-dichioropicolinic acid (5.00 g, 23.1 mmol), TEA (8.3 g, 81.0 mmol), ACN (39.9 g) and water (15.3 g). The solution was sparged for 30 mm with nitrogen (1 mE/mm) After sparging, 1,1 ?-bis(diphenylphosphino)ferrocene (dppf; 0.19 g, 0.343 mmol) and palladium(II) acetate (0.08 g, 0.356 mmol) were added to the solution. (4-Chioro-2-fluoro-3- methoxyphenyl)boronic acid 5.4 g, 26.9 mmol) was added in one portion, and heating was initiated. The reaction mixture was heated to 550 C., and was sampled and analyzed periodically by liquid chromatography. No boronic acid was remaining after 22 hours, and heating was stopped. The reaction mixture was allowed to cool to 45 C. Once at temperature, 50% sulfuric acid (7.2 g) was added. No precipitation was observed, so the mixture was cooled. A precipitate formed, which was isolated by filtration. The flask was rinsed with cold mother liquor to isolate all of the product. The wetcake was then rinsed with cold ACN- water solution (8.75 g and 11.25 g, respectively). The palladium content was analyzed in the wetcake, wash and mother liquors, with 96% of the palladium in the mother liquor and wash, and 4% in the wet cake. 98% of the total palladium added was recovered.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88912-24-7, 5,6-Dichloropicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Dow AgroSciences LLC; Biswas, Sanjib; Chakrabarti, Reetam; Huffman, Lauren M.; Leng, Ronald B.; Schuitman, Abraham D.; Spiers, Karin; Stottlemyer, Alan L.; Epp, Jeffrey B.; (18 pag.)US2016/340311; (2016); 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 81565-19-7, name is 3-Chloro-4-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-Chloro-4-(trifluoromethyl)pyridine

Step A. 3-Chloro-4-(trifluoromethyl)pyridine 1-oxide A mixture of 3-chloro-4-(trifluoromethyl)pyridine (2.00 g, 11.0 mmol) and H2O2 (3.2 mL, 31 mmol) in AcOH (6 mL) was stirred at 80 C. overnight. The reaction mixture was allowed to cool to ambient temperature and quenched with NaHSO3 solution. The mixture was concentrated under reduced pressure and the residue was added saturated NaHCO3 solution (30 mL). The resulting mixture was extracted with DCM (3 times). The combined organic phases were washed with aq. NaHCO3, water and brine, dried over Na2SO4 and concentrated under reduced pressure to give 2.11 g (97% yield) of the sub-title compound as a pink solid. LCMS calc. for C6H4ClF3NO (M+H)+: m/z=198.0. found: 198.0.

With the rapid development of chemical substances, we look forward to future research findings about 81565-19-7.

Reference:
Patent; INCYTE CORPORATION; Li, Yun-Long; Burns, David M.; Feng, Hao; Huang, Taisheng; Mei, Song; Pan, Jun; Vechorkin, Oleg; Ye, Hai-Fen; Zhu, Wenyu; Rafalski, Maria; Wang, Anlai; Xue, Chu-Biao; US2015/57265; (2015); 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 3430-22-6, name is 3-Bromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 3430-22-6

EXAMPLE 5 STR14 3-Bromoisonicotinic acid: 12.9 g (75 mmole) of 3-bromo-4-picoline was added to a purple solution of 23.7 g (0.15 mole) of potassium permanganate in 600 mL of water. This mixture was vigorously stirred 36 hrs. at 45 C. The resulting black solid was filtered and washed with 4*50 mL of hot water. The filtrate was concentrated to ~50 mL. A viscous liquid with black solid resulted. This was filtered through celite, which was washed with 3*20 mL of water. 150 mL of ice cold 2N hydrochloric acid was added. The resulting voluminous white precipitate was filtered and the solid was dried in vacuo to give 3-bromoisonicotinic acid as white powder. 1 H NMR (D6 -DMSO, 400 MHz): delta8.84 (s; H2); 8.63 (d; J=5 Hz; H6); 7.66 (d; J=5 Hz; H5)

With the rapid development of chemical substances, we look forward to future research findings about 3430-22-6.

Reference:
Patent; Merck & Co. Inc.; US5294610; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 127356-38-1, 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. 127356-38-1, name is 2-Methoxy-5-nitropyridin-4-amine, molecular formula is C6H7N3O3, 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.

Aq. conc. HCl (1 ml, 32.9 mmol) was diluted with water. To the solution was added tin (II) chloride (0.448 g, 2.365 mmol), followed by 2-methoxy-5-nitropyridin-4-amine (0.1 g, 0.591 mmol). The mixture was heated to 60 C. for 18 h. The reaction mixture was cooled to room temperature, then basified using 10% NaOH solution. The mixture was extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant crude compound was triturated with 10% ethyl acetate in Pet-ether to afford 6-methoxypyridine-3,4-diamine (0.06 g, 0.366 mmol, 62.0% yield) as a solid. 1H NMR (400 MHz, DMSO-d6): delta ppm 7.21 (s, 1H), 5.83 (s, 1H), 5.39 (b s, 2H), 4.04 (b s, 2H), 3.62 (s, 3H).

According to the analysis of related databases, 127356-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; Sun, Li-Qiang; Zhao, Qian; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Gillis, Eric P.; Scola, Paul Michael; (81 pag.)US9643999; (2017); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 33252-28-7, 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. 33252-28-7, name is 6-Chloronicotinonitrile. A new synthetic method of this compound is introduced below.

2-Chloro-5-cyanopyridine (1 .5 g) is dissolved in hydrazine (6 mL) at r.t. and an exothermic reaction occurs and a solid precipitate forms. Water is added and the solid is filtered off washing with water and is dried by suction to give the hydrazine intermediate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33252-28-7, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/168315; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1192813-41-4, 2-(Difluoromethoxy)-5-nitropyridine, 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, Application In Synthesis of 2-(Difluoromethoxy)-5-nitropyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2-(Difluoromethoxy)-5-nitropyridine

2-Difluoromethoxy-5-nitro-pyridine obtained in Step A (1.6 g) was treated with iron (5 g) and concentrated hydrochloric acid (0.23 ml) in ethanol (15 ml) and water (2.5 ml) at 800C for 20 minutes. Filtration over Celite and evaporation of the solvent afforded 6- difluoromethoxy-pyridin-3-yl-amine (1.4 g) as an orange solid. IH NMR (400 MHz, CDCI3) 3.51 (br s, 2H), 6.89 (d, IH), 7.23 (d, IH), 7.44 (dd, IH), 7.80 (d, IH).

The synthetic route of 1192813-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; CASSAYRE, Jerome Yves; CORSI, Camilla; MAIENFISCH, Peter; WO2010/9968; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-39-1, Adding some certain compound to certain chemical reactions, such as: 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile,molecular formula is C9H10N2O, 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 65515-39-1.

(a) 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile and 4-(2- (hydroxymethyl)but-3-en- -yl)-2-methoxy-6-methylnicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (2.8 g, 17.26 mmol) in THF (85 mL) was added LHMDS (1 M in THF, 18.13 mL, 18.13 mmol) at 0 C dropwise via dropping funnel over 10 min, and the reaction mixture turned an orange color. The mixture was stirred at 0 C for 50 min, 2-vinyloxirane (1.703 mL, 20.72 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature for 4 h. The reaction mixture was quenched with saturated aqueous ammonium chloride (40 mL) and the layers were separated, the aqueous layer was extracted with EtOAc (3x). The combined organics were concentrated and the residue was adsorbed onto silica, and purified by flash chromatography (CombiFlash, 0-40% EtOAc in hexane, 80 g column) to afford 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile (512 mg, 2.204 mmol, 12.8% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [M+H]+. Also isolated was 4-(2-(hydroxymethyl)but-3-en-l-yl)-2-methoxy-6- methylnicotinonitrile (1.08 g, 4.65 mmol, 26.9% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [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. 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); 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.98139-15-2, name is 4-Aminopicolinonitrile, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.COA of Formula: C6H5N3

To ethyl 3-fluoro-l -methyl -4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2- carboxylate (128 mg, 0.37 mmol)and 4-aminopyridine-2-carbonitrile (57.2 mg, 0.48 mmol) dissolved in dry THF (20 mL) at 0C under nitrogen atmosphere, lithium (0240) bis(trimethylsilyl)amide in toluene (1.5 mL, 1 M, 1.478 mmol) was added. The mixture was stirred 1 hour at 0C and further overnight at room temperature. The reaction mixture was quenched with NH4C1 solution (30 mL) and extracted with EtOAc (50 mL), diluted with brine (50 mL) and extracted again with EtOAc (50 mL). The combined organic layers were dried over sodium sulphate, filtered and concentrated. The residue (dissolved in 1 mL DMF) was purified by column chromatography on silica gel using a 120g Reveleris cartridge with a gradient from 10 till 100% EtOAc in heptane. The product fractions were concentrated and the solid residue was crystallised from warm methanol (20 mL) upon addition of water. The light yellow crystals were filtered off and dried in vacuo at 50C overnight, resulting in compound 18 (47 mg). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.18 (d, J=6.8 Hz, 3 H), 3.82 (s, 3 H), 3.93 – 4.04 (m, 1 H), 7.62 (d, J=4.4 Hz, 1 H), 7.91 (dd, J=5.7, 2.2 Hz, 1 H), 8.21 (d, J=1.8 Hz, 1 H), 8.60 – 8.69 (m, 2 H), 10.72 (s, 1 H). Method D: Rt: 1.70 min. m/z: 418.0 (M-H)~ Exact mass: 419.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98139-15-2, 4-Aminopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem