Day: April 20, 2022

Adding a certain compound to certain chemical reactions, such as: 1030626-87-9, 8-Bromo-5-chloro-[1,2,4]triazolo[1,5-a]pyridine, 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, 1030626-87-9, blongs to pyridine-derivatives compound. Recommanded Product: 8-Bromo-5-chloro-[1,2,4]triazolo[1,5-a]pyridine

A.8 4-(5-Chloro-[l,2, 4]triazolo[l, 5-a]pyridin-8-ylamino)-N-pyridin-3-ylmethyl-benzamide[0335] A solution of 8-bromo-5-chloro-[l,2,4]triazolo[l,5-a]pyridine (100 mg, 0.43 mmol), 4-Amino-N-pyridin-3-ylmethyl-benzamide (108 mg, 0.48 mmol), sodium-tert-butoxide (58 mg, 0.6 mmol), tris(dibenzylideneacetone)dipalladium (0) (39 mg, 40 mumol) and Xantphos (50 mg, 90 mumol) in dioxane is degassed for one minute by nitrogen bubbling and then irradiated in a sealed tube in a microwave (CEM Explorer) under a nitrogen atmosphere for 30 minutes at 110 0C. The solvent is evaporated and the crude is dissolved in dichloromethane and filtered in order to remove the palladium catalyst. The residue is purified by flash chromatography (silica gel, dichloromethane/7N NH3 in methanol 95:5) affording the title compound (117 mg) as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1030626-87-9, its application will become more common.

Reference:
Patent; GALAPAGOS N.V.; BURRITT, Andrew; WO2008/65198; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 628691-93-0, 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. 628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid. A new synthetic method of this compound is introduced below.

Step 1: To a solution of 2-chloro-3-fluoroisonicotinic acid (5.0 g, 28 mmol) and 4-methyl morpholine (3.8 mL, 7.0 mmol) in dry THF (150 mL) was added isobutyl chloroformate (4.5 mL, 34 mmol) dropwise at 0 C and stirred for 1 h. The reaction mixture was diluted with THF (50 mL) and filtered through Celite. The filtrate was cooled to 0 C, NaBH4 (1.0 g, 28 mmol) was added, and the resulting mixture was stirred for 30 min. The reaction mixture was quenched with 10 % KHSO4 (5 mL). The volatiles were removed under reduced pressure and the reaction mixture was diluted with EtOAc (200 mL). The layers were separated and the organic layer was washed with water (50 mL) followed by sat. NaHCCb (2 x 50 mL), dried over MgSC>4, filtered and concentrated under reduced pressure. The residue was triturated with 5: 1 hexane-ether (50 mL). The resulting solid was filtered and collected to give (2- chloro-3-fluoropyridin-4-yl)methanol (3.7 g, 80%). MS (ES+) C6H5C1FNO requires: 161, found: 162 [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,628691-93-0, its application will become more common.

Reference:
Patent; TESARO, INC.; JONES, Philip; CZAKO, Barbara; BURKE, Jason P.; CROSS, Jason; LEONARD, Paul Graham; TREMBLAY, Martin; MANDAL, Pijus; (232 pag.)WO2018/119387; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 98121-41-6, 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.98121-41-6, name is 3-Amino-5,6-dichloropyridine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.

Precursor alpha: 2,3-Dichloro-5-ethylthiopyridine 24.45 g (0.15 mol) of 3-amino-5,6-dichloropyridine in 280 ml of methylene chloride were reacted with 36.6 g (0.3 mol) of diethyl disulfide and 23.2 g (0.225 mol) of tert-butyl nitrite in 130 ml of methylene chloride by a method similar to Example 1, Precursor alpha. After working up and subsequently washing the crude product with ethanol, 13.3 g of product of value were obtained. Yield: 42%; 1H-NMR (in d6 dimethyl sulfoxide): delta [ppm]=1.25 (t, CH3); 3.10 (d, CH2); 8.15 and 8.3 (2*d, pyr H).

Statistics shows that 98121-41-6 is playing an increasingly important role. we look forward to future research findings about 3-Amino-5,6-dichloropyridine.

Reference:
Patent; BASF Aktiengesellschaft; US6448205; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1228631-54-6, 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanol, 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 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanol, blongs to pyridine-derivatives compound. Safety of 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanol

To a 0 C mixture l-(6-(trifluoromethyl)pyridin-3-yl)ethanol (8.0 mmol) and triphenylphosphine (3.8 g, 14.6 mmol) in THF (55 mL) under N2atmosphere is added perbromomethane (3.8 g,12.2 mmol). After stirring at 0 C for 2 min, the mixture is allowed to warm to room temperature and stirred for 25 min. The precipitate is filtered off through a pad of celite, the solid is washed with cold THF (10 mL). The solution is collected and organic phases combined. The solvent is removed under reduced pressure

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1228631-54-6, 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; SOLVAY SA; BRAUN, Max Josef; (21 pag.)WO2017/198812; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 183208-34-6, 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.183208-34-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one, molecular formula is C7H5BrN2O, molecular weight is 213.03, as common compound, the synthetic route is as follows.

To a solution of 5-bromo-lH-pyrrolo[2,3-b]pyridin-2(3H)-one (3 g, 14.08 mmol) in 1,4-dioxane (60 mL) were added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (4.29 g, 16.9 mmol), potassium acetate (2.07 g, 21.12 mmol) and l,r-bis(diphenylphosphino)ferrocene-palladium(II)dichloride (1.02 g, 1.41 mmol). The reaction mixture was purged with nitrogen for 2 min and heated to 110 C for 1 h. After cooling down the mixture was filtered and the solid was washed with ethyl acetate. The mother liquid was diluted with methanol and the precipitate was filtered and dried in vacuo to afford 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridin-2(3H)-one (1.1 g, 30%): NMR (400 MHz, DMSO-d6) delta 11.14 (s, 1H), 8.29 (s, 1H), 7.68 (s, 1H), 3.54 (s, 2H), 1.29 (s, 12H).

The chemical industry reduces the impact on the environment during synthesis 183208-34-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; LIU, Wen; PATEL, Snahel; SIU, Michael; WO2014/111496; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1003711-43-0, Adding some certain compound to certain chemical reactions, such as: 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine,molecular formula is C6H6BrNO, 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 1003711-43-0.

To a solution of (R)-methanesulfonic acid-3-[l-(3-isopropyl-[l,2,4]oxadiazol-5- yl)piperidin-4-yl]butyl ester (Preparation 3, 250mg, 0.72mmol) and 6-bromo-5-methylpyridin-3-ol (143mg, 0.76mmol) in DMF (5.OmL), under argon, was added potassium carbonate (200mg, 1.45mmol) and the mixture was heated in a sealed tube at 700C for 16h. The reaction was diluted with EtOAc and the resulting solution was washed with brine (2 x 5OmL), sat. NaHCO3 solution and water, then dried (Na2SO4). Removal of the solvent in vacuo afforded the title compound: RT = 4.60 min; m/z (ES+) = 439.1 [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. 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; DUPREE, Tom, Banksia; FRY, Peter, Timothy; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; KRULLE, Thomas, Martin; SCHOFIELD, Karen, Lesley; SMYTH, Donald; STAROSKE, Thomas; STEWART, Alan, John, William; STONEHOUSE, David, French; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2010/103334; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89488-30-2, 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.89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.

5-Bromo- 1 ,3-dimethyl- 1H-pyridin-2-one B-i To a suspension of 5-bromo-2-hydroxy-3-methyl pyridine Al (1.000 g; 5.053mmo 1) and potassium carbonate (1.397 g; 10.105 mmo 1) in DMF (5.000 ml) iscarefully added iodomethane (0.346 ml; 5.558 mmol). The reaction mixture is stirred overnight (1 6h) at room temperature. The reaction mixture is then quenched with 10% ammonia solution (10 ml) and 30 ml water is added. It is extracted with 3×50 ml EtOAc. The combined organic layer is dried with Na2SO4, filtered andconcentrated under reduced pressure to afford the product.Yield: 98% (1.0 g; 4.95 mmol)HPLC-MS: (M+H) = 202/204; tRet = 0.65 mm; method LCMS BAS1

Statistics shows that 89488-30-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-methylpyridin-2(1H)-one.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; MARTIN, Laetitia; SMETHURST, Christian; WO2015/22332; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 887707-23-5, 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, molecular formula is C6H3F3INO, 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.

(0873) 3-(Trifluoromethyl)pyridin-2-ol (2.3 g) was added to concentrated sulfuric acid (15 ml) at 0 C. The mixture was stirred at 0 C. for 5 minutes. To this solution was added fuming nitric acid (6 ml) dropwise over 5 minutes. The reaction mixture was stirred at room temperature for 2 hours, and then heated at 50 C. for 3 hours. After cooling, the reaction mixture was poured onto ice (200 g), and the mixture was extracted with ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to provide the title compound.

According to the analysis of related databases, 887707-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1014720-73-0, 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.1014720-73-0, name is 6-Chloro-2-(pyridin-2-yl)pyrimidin-4-amine, molecular formula is C9H7ClN4, molecular weight is 206.63, as common compound, the synthetic route is as follows.

N-Isopropyl-2-pyridin-2-yl-pyrimidine-4,6-diamine Isopropylamine (181 mul, 2.42 mmol) was added to a solution of 6-chloro-2-pyridin-2-yl-pyrimidin-4-ylamine (100 mg, 0.48 mmol) in n-BuOH (1 ml) in a microwave tube and the mixture was heated at 180 C. for 1 h in the microwave. Isopropylamine (181 mul, 2.42 mmol) was added and the mixture was heated at 180 C. for a further 7 h in the microwave. The reaction mixture was diluted with water (1 ml) and concentrated in vacuo. The residue was dissolved in EtOAc (2 ml) and washed with saturated aqueous NaHCO3 solution (2 ml) and water (2 ml). The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by trituration from Et2O to give the title compound (32 mg, 29%).

The chemical industry reduces the impact on the environment during synthesis 1014720-73-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 92992-85-3, 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 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To 2-bromo-3,5-dimethylpyridine (1 g) were added 4-amino-1-(tert-butoxycarbonyl)piperidine (1.29 g),tris(dibenzylideneacetone)dipalladium(0)(250 mg),2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (330 mg),sodium tert-butoxide (770 mg) and toluene (8 mL) and the mixture was stirred at 120c overnight. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by NH column chromatography (hexane:ethyl acetate)to give 4-(3,5-dimethylpyridin-2-ylamino)piperidine-1-carboxylic acid tert-butyl ester (1.499 g).

According to the analysis of related databases, 92992-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem