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. 62150-46-3, name is 4-Bromopicolinamide, the common compound, a new synthetic route is introduced below. SDS of cas: 62150-46-3

The flask was charged with tris(dibenzylideneacetone)dipalladium (0) chloroform adduct (53.2 mg, 51.4 mumol), cesium carbonate (402 mg, 1.23 mmol), 4-bromo- picolinamide (103.4 mg, 0.514 mmol), 8-chloro-2-(2-chlorophenyl)quinoline-3- sulfonamide (200 mg, 0.566 mmol), tBuXPhos (37.0 mg, 77.2 mumol) and filled with N2. Thentoulene (15.0 ml ) was added and N2 was bubbled through the mixture for 10 minutes. The mixture was heated at 100C for 16 hours. The mixture was cooled to room temperature, evaporation of the solvent, diluted with CH2Cl2-MeOH (1:1, 25mL), filtered through a pad of Celite. The mixture was concentrated, and the residue was diluted with MeOH. The solution was purified by HPLC, 20%-70% of B in 35min. The collected fractions were concentrated and neutralized by adding aq. NaHCO3. Filtration and rinse with water gave 4-(8- chloro-2-(2-chlorophenyl)quinoline-3-sulfonamido)picolinamide, 1H-NMR (MeOD) delta 9.33 (s, 1 H), 8.21(d, J= 8.0 Hz, IH), 8.09 (d, J= 7.8 Hz, IH), 7.74 (t, J= 7.8 Hz, IH), 7.61 (s, 1 H), 7.36-7.50 (m, 6 H), 7.08 (d, J= 8.0 Hz, IH) . Mass Spectrum (ESI) m/e = 472.9 (M + 1).

The synthetic route of 62150-46-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/118455; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 56673-34-8, 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.56673-34-8, name is 3-Bromo-6-mercaptopyridine, molecular formula is C5H4BrNS, molecular weight is 190.06, as common compound, the synthetic route is as follows.

B8. 5-Bromo-pyridine-2-sulfonyl chloride; 2.0 g of 5-bromo-pyridine-2-thiol (compound C2) are dissolved in 40 ml of carbon tetrachloride and 8 ml of water. Subsequently, the suspension is cooled in an ice bath and chlorine gas is passed into the reaction mixture for 20 min (flow: 35 ml/min). Thereafter, nitrogen is passed into the yellow solution to remove excess chlorine. Subsequently, the mixture is diluted with 150 ml of dichloromethane and extracted with 50 ml of brine. The organic layer is separated, dried using Na2SO4, filtered with suction, and evaporated to dryness to afford 2.70 g of the title compound as light yellow needles. M. p. 8O0C. GC-MS: 254.8/256.8/258.8 (77:100:25; M+). TLC: Rf = 0.84 (dichloromethane/ethanol 20:1 parts by volume).

Statistics shows that 56673-34-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-6-mercaptopyridine.

Reference:
Patent; ALTANA Pharma AG; WO2007/39578; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54231-35-5, 3-Fluoro-2-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, Recommanded Product: 54231-35-5, blongs to pyridine-derivatives compound. Recommanded Product: 54231-35-5

Step 1: A mixture of 3-fluoro-2-nitropyridine (3 g, 21.1 mmol) and K2CO3 (5.8 g, mmol) in MeOH (30 mL) was refluxed for lh and then cooled to room temperature. The mixture was filtered and the filtrate evaporated to give crude 32-2 as a yellow oil. LC-MS: m/z = 155.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54231-35-5, 3-Fluoro-2-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BIOGEN IDEC MA INC.; HUTCHINGS, Richard, H.; JONES, John, Howard; CHAO, Jianhua; ENYEDY, Istvan, J.; MARCOTTE, Douglas; WO2014/28669; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 64690-19-3, Adding some certain compound to certain chemical reactions, such as: 64690-19-3, name is 4-(Octylamino)pyridine,molecular formula is C13H22N2, 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 64690-19-3.

Example 8 20.6 g (0.1 mol) of 4-octylaminopyridine, 10.5 g (0.05 mol) of 1,10-dichlorodecane and 30 ml of white spirit (boiling point 155 to 200 C.) were combined and heated to 130 C. The exothermic reaction causes the temperature to increase to 155 C., and at the same time white crystal precipitate out. The reaction mixture was stirred for a further 4 hours at 140 C., and after cooling to room temperature the very fine crystal sludge was filtered over a filterpaper and washed with petroleum ether, giving a beige, solid mass. The reaction product octenidine dihydrochloride in this example is very difficult to filter off with suction since it is produced in very fine form.

According to the analysis of related databases, 64690-19-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AIR LIQUIDE SANTE (INTERNATIONAL); US2001/16660; (2001); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1075-62-3, N-(6-Aminopyridin-2-yl)acetamide, 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, Safety of N-(6-Aminopyridin-2-yl)acetamide, blongs to pyridine-derivatives compound. Safety of N-(6-Aminopyridin-2-yl)acetamide

A. N-(2-Dimethylaminoethyl)-N-(6-amino-2-pyridyl)acetamide The title compound is obtained by following the procedure of part A of Example 13 but substituting an equivalent weight of N-(6-amino-2-pyridyl)acetamide for N-(5-methyl-2-pyridyl)acetamide. The product has b.p. 140-178/0.6 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1075-62-3, N-(6-Aminopyridin-2-yl)acetamide, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US4203988; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 102645-33-0, 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 102645-33-0 as follows.

This aldehyde was dissolved in 100 ml of 2-propanol, mixed with 13.8 g of hydroxylamine hydrochloride and 20 drops of concentrated HCl and heated on a steambath for 1 hour. The mixture was then poured onto 200 g of ice, stirred well and filtered leaving a solid residue. The solid was vacuum dried to give 22.8 g (85%) of the desired 2,5-dichloro-4-pyridinecarboxaldehyde oxime STR6 m.p. 173-174 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,102645-33-0, its application will become more common.

Reference:
Patent; The Dow Chemical Company; US4558134; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1026796-81-5, Adding some certain compound to certain chemical reactions, such as: 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide,molecular formula is C7H7BrN2O, 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 1026796-81-5.

A 1 L four-necked flask equipped with a magnetic stirrer, a thermometer, a reflux condenser and a bubbler was charged55.91 g (0.26 mol) of 2-acetylamino-4-bromopyridine, 66.02 g (0.26 mol) of bis (pinacolato) diboron and 76.44 g(0.78mol), 450mL of dioxane was added and stirred. Under nitrogen atmosphere, 3.81g (0.0051mol) of ferrocenepalladium chloride was added,Temperature to 100 reaction 18 to 24 hours,TLC control to the end of the reaction, the temperature was precipitated solids, beating filtration, methanol was added 500mL dissolved, filtered and evaporated to dryness, add heptane beating, to give the product 62.08g, yield 91.1%.

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dalian Lianhua Chemical Co., Ltd.; Li Xin; Zheng Peng; (5 pag.)CN103601745; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5006-66-6, 6-Oxo-1,6-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, COA of Formula: C6H5NO3, blongs to pyridine-derivatives compound. COA of Formula: C6H5NO3

step A) methyl 5-bromo-6-methoxynicotinate Bromine (0.60 mL) was added to a solution of 6-hydroxynicotinic acid (1.02 g) in acetic acid (5 mL) and the mixture was stirred at 60C for 16 hr. The solvent was evaporated under reduced pressure and the residue was dissolved in phosphorus oxychloride (5 mL). Phosphorus pentachloride (3.05 g) was added and the mixture was stirred at 100C for 2 hr. The solvent was evaporated under reduced pressure, and the residue was dissolved in methanol (5 mL), and the mixture was refluxed for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was dissolved in methanol (10 mL). A methanol solution (28%, 2.2 mL) of sodium methoxide was added and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.18 g) as white crystals. 1H NMR (400 MHz, CDCl3) delta3.92 (3H, s), 4.08 (3H, s), 8.40 (1H, d, J = 1.8 Hz), 8.75 (1H, d, J = 1.6 Hz).

The synthetic route of 5006-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 821791-58-6, Adding some certain compound to certain chemical reactions, such as: 821791-58-6, name is Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate,molecular formula is C9H10ClNO3, 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 821791-58-6.

(step 3) To ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (6.0 g, 28 mmol) obtained in step 2 were added N-chlorosuccinimide (4.1 g, 31 mmol) and DMF (130 mL), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate. The organic layer was washed with hydrochloric acid, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=100/0-70/30) to give ethyl 4,5-dichloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (5.5 g, 79%). ESIMS m/z: 250 (M + H)+

According to the analysis of related databases, 821791-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; NAKAMURA, Rina; ARATAKE, Seiji; UCHIDA, Kenji; UENO, Kimihisa; MOTOSAWA, Maasa; KABEYA, Takahiro; EP2930170; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 211308-81-5, 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.211308-81-5, name is 2-Amino-5-chloro-3-iodopyridine, molecular formula is C5H4ClIN2, molecular weight is 254.46, as common compound, the synthetic route is as follows.

Pyruvic acid (0. 43ML, 6. 24MMOL) was added to a solution of 5-chloro-3- iodopyridin-2-ylamine (Preparation 56, 500MG, 2.08mmol), palladium acetate (23mg, 0. 10MMOL) and DABCO (700mg, 6. 24MMOL) in anhydrous DMF (20ml). The reaction mixture was degassed with argon for 20min, then heated to 110C for 16h. The solvent was removed in vacuo and the residue suspended in water (lOml) and acetic acid (5ML) and then filtered. The solid was dissolved in EtOAc (50ML), extracted into 2N NAOH solution (50ML) and the organic layer discarded. The aqueous solution was acidified with concentrated HC1 and extracted into EtOAc (2 x 40ML). The combined organics were dried (MgS04) and concentrated in vacuo to give the title compound as a beige solid. aH (CD30D): 7.14 (1H, s), 8.14 (1H, d), 8.35 (1H, d).

Statistics shows that 211308-81-5 is playing an increasingly important role. we look forward to future research findings about 2-Amino-5-chloro-3-iodopyridine.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem