Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 19798-80-2, 4-Chloropyridin-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, 19798-80-2, blongs to pyridine-derivatives compound. Quality Control of 4-Chloropyridin-2-amine

To a solution of 4-chloropyridin-2-amine (5.0 g, 39 mmol) in MeCN (200 mL) at 0 C was added B (2.2 mL, 43 mmol) in portions over a period of 30 min. The reaction was warmed to rt and stirred overnight. The solid was filtered, washed with hexane (3x), and dried to afford Intermediate 12A (9.1 g, 81%) as an off-white solid. LC-MS (ESI) m/z: 206.9/208.9 [M+H]+; ‘H NMR (400MHZ, DMSO-d6) delta 8.30 (s, 1H), 7.02 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19798-80-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUAN, Mimi L.; HU, Zilun; WANG, Cailan; PATIL, Sharanabasappa; WO2015/2915; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54189-82-1, 6-Chloro-N-methylnicotinamide, 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: C7H7ClN2O, blongs to pyridine-derivatives compound. COA of Formula: C7H7ClN2O

To a solution of 3-cyclobutyl-3-azaspiro[5.5]undecan-9-ol (0.44 mmol) in DMSO (4 ml), sodium hydride (65% disp. in mineral oil, 0.8 mmol) is added. After 30 min, 6-chloro-N-methyl-nicotinamide (0.26 mmol) is added and the reaction mixture is heated to 120 C. overnight. The reaction is allowed to cool to rt and then partitioned between EA and water. The EA layer is separated and the water layer is extracted with EA. The combined organic layer is washed with water, and then with brine, dried (Na2SO4) and filtered. The mixture is concentrated in vacuo and the residue is purified with PTLC to afford the title compound. MS (Method 1): 358.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54189-82-1, 6-Chloro-N-methylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; Xu, Yuelian; Caldwell, Timothy M.; Xie, Linghong; Chenard, Bertrand L.; US2008/247964; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 215364-85-5, 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. 215364-85-5, name is 3-Bromo-2-chloropyridin-4-amine, molecular formula is C5H4BrClN2, 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.

To a stirred solution of 3-bromo-2-chloropyridin-4-amine (5.00 g, 24.10 mmol) in concentrated H2S04 (36 mL) at 5 C was added KNO3 (4.87 g, 48.20 mmol). The resultant solution was allowed to warm to room temperature and stir for overnight. The reaction mixture was poured onto ice chips (400 mL) giving a pale yellow precipitate. The precipitate was collected by filtration and washed with water then dried under reduced pressure yield: (5.20 g, 85%). MS [M+H]+= 251.9.

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 215364-85-5, 3-Bromo-2-chloropyridin-4-amine.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; REJ, Rohan; (76 pag.)WO2019/222069; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1214377-42-0, Adding some certain compound to certain chemical reactions, such as: 1214377-42-0, name is 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine,molecular formula is C7H5BrF3NO, 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 1214377-42-0.

3-[6-(6-Methoxy-5-trifluoromethyl-pyridin-3-yl)-5, 6, 7, 8-tetrahydro-pyrido[4, 3-d]pyrimidin-4- yloxy]-azetidine-1 -carboxylic acid tert-butyl ester; To a glass vial was added 3-(5,6J,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)-azetidine-1- carboxylic acid tert-butyl ester (1 10 mg, 0.359 mmol), 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine (92 mg, 0.359 mmol), cesium carbonate (234 mg, 0.718 mmol), tris(dibenzylideneacetone)dipalladium(0) (33 mg, 0.036 mmol), X-Phos (58 mg, 0.122 mmol) and anhydrous dioxane (2.0 mL). The vial was flushed with a stream of argon for 15 sec and capped. The mixture was heated with stirring for 1 .5h at 1 10C and then stirred at room temperature for 18h. Diluted with CH2CI2 (50 mL), filtered through a celite pad and concentrated in vacuo. Purified by reverse phase Gilson HPLC (Method A) to give the 3-[6- (6-methoxy-5-trifluoromethyl-pyridin-3-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy]- azetidine-1 -carboxylic acid tert-butyl ester trifluoroacetate as a brown gum (186 mg, 87% yield) LCMS: [M+H]+=482.3, Rt (7)= 1.56 min.

According to the analysis of related databases, 1214377-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo; GRAVELEAU, Nadege; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STOWASSER, Frank; STRANG, Ross; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2012/4299; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1824-81-3 ,Some common heterocyclic compound, 1824-81-3, molecular formula is C6H8N2, 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 mixture of 2-amino-6-methylpyridine 10a (500 mg, 4.6 mmol), and triethylamine (778 muL, 5.98 mmol) in dichloromethane (50 ml_) was added pivaloyal chloride (628 muL, 5.1 mmol). The mixture was allowed to stir at room temperature for three hours. The mixture was washed with saturated sodium bicarbonate followed by brine. The organic extract was dried over magnesium sulfate and concentrated to give Compound 10b (876 mg) as a crude oil, which solidified upon standing.

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. 1824-81-3, 2-Amino-6-picoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/79214; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58584-63-7, 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.58584-63-7, name is (6-Methoxypyridin-3-yl)methanol, molecular formula is C7H9NO2, molecular weight is 139.15, as common compound, the synthetic route is as follows.

To a solution of the above compound (1.00 g, 7,19 mmoi) in 25 mL of dichloromethane at 0 C was added thionyl chloride (1.57 mL, 21.6 mmoi). After 15 h, the mixture was concentrated in vacuo to provide 5-(chloromethyl)-2-methoxypyridine.

Statistics shows that 58584-63-7 is playing an increasingly important role. we look forward to future research findings about (6-Methoxypyridin-3-yl)methanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2011/159553; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 20260-53-1, 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 20260-53-1 as follows.

A suspension of /e/7-butyl 5-(6-acetoxy-2-(3-aminophenyl)quinazolin-4- y.amino)- l H-indazole-1-carboxylate (0 5Og, 0 98 mmol), nicotinoyl chloride hydrochloride (0 224g, 1 26 mmol) and DIEA (0 45g, 3 48 mmol) in CH2Cl2 (15 niL) was stirred at RT for 7 h The volatiles were removed in vacuo and the residue was purified by preparative TLC (SiO2, CH2Cl2-MeOH 9.1 ) to give the product te/7-butyl 5-(6-acetoxy-2- (3-(nicotinamido)phenyl)quinazolin-4-ylamino)-1H-indazole-l -carboxylate (0.374g, 0 608mmol, 62%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20260-53-1, its application will become more common.

Reference:
Patent; SURFACE LOGIX, INC.; SWEETNAM, Paul; BARTOLOZZI, Alessandra; CAMPBELL, Anthony; COLE, Bridget; FOUDOULAKIS, Hope; KIRK, Brian; SESHADRI, Hemalatha; RAM, Siya; WO2010/104851; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2402-77-9, 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 2402-77-9 as follows.

2,3-Dichloro-isonicotinic acid[00195] To a solution of diisopropylamine (7.0 niL, 50 mmol) in anhydrous THF (100 rnL) at -25C was added a 1.6M solution of nBuLi in hexanes (31 rnL, 50 mmol) dropwise under an inert atmosphere. The reaction mixture was then cooled to -78C and 2,3- dichloropyridine was added. The reaction mixture was stirred at -78C for 3 hours, then poured onto solid carbon dioxide and aged for 18 hours at room temperature. The mixture was diluted with water (100 mL) and washed with diethyl ether (3 x 40 mL) then cooled to 00C, acidified with concentrated HCl (ca. 5 mL) and extracted with diethyl ether (3 x 50 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated to give the title compound as a white solid (7.7 g, 80%). 1H NMR (d6-DMSO, 400MHz) 8.49 (d, J = 5.0 Hz, IH), 7.72 (d, J = 5.0 Hz, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2402-77-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; WO2009/85980; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 14667-47-1 ,Some common heterocyclic compound, 14667-47-1, molecular formula is C7H8N2O2, 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 solution of 2-amino-3-nicotinic acid methyl ester (4 g, 26 mmol) in a mixture of concentrated HN03 (2.8 mL) and H2S04 (10 mL) was stirred for 45 min at 0 C, followed by room temperature for 19 h, and at 70 C for 4 h. The reaction mixture was cooled to 0 C and a saturated aqueous solution of NaHC03 (40 mL) was added till basic (pH 8). Extraction with EtOAc (3X40 mL), filtered and concentration of the combined organics afforded the title compound (3.5 g, 68%) which was used in the next step without further purification. 1H NMR (DMSO-cfe, 400 MHz): delta 9.05 (1 H, d, J = 2.8 Hz), 8.69 (1 H, d, J = 2.8 Hz), 8.64 (1 H brs), 8.15 (1 H, brs), 3.88 (3H, s). MS: mlz 198 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14667-47-1, its application will become more common.

Reference:
Patent; UNIVERSITY OF DUNDEE; MEDIVIR AB; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS; SWISS TROPICAL AND PUBLIC HEALTH INSTITUTE; SYNGENE INTERNATIONAL LIMITED PLC; KAHNBERG, Pia; JOHANSSON, Nils-Gunnar; GILBERT, Ian; HAMPTON, Shahienaz; HARRISON, Justin; SARKAR, Sandipan; GONZALES, Dolores; WO2015/189595; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 193537-14-3 ,Some common heterocyclic compound, 193537-14-3, molecular formula is C15H22N2O4S, 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.

4-Oxo-3,5,6,8-tetrahydro-4H-9-thia-1,3,7-triaza-fluorene-7-carboxylic acid tert-butyl ester (step b). A mixture of 2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3,6-dicarboxylic acid 6-tert-butyl ester 3-ethyl ester (18.5 g) and formamidine acetate (8.85 g) in DMF (100 mL) were heated at 100 C. for 16 h. The reaction mixture was cooled and concentrated. The residues was partitioned between water and ethyl acetate. The organic layer was washed with water 3 times and concentrated to give the title compound (15.8 g, 90%). 1H NMR (400 MHz, CDCl3): delta 7.88 (s, 1H), 4.56-4.62 (brs, 2H), 3.62-3.70 (brs, 2H), 3.02-3.08 (brs, 2H), 1.42 (s, 9H). LC-MS (ESI) m/z 308.1 (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,193537-14-3, its application will become more common.

Reference:
Patent; National Health Research Institutes; US2010/120805; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem