Category: pyridine-derivatives

Synthetic Route of 179543-88-5, 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.179543-88-5, name is 5-Hydrazinyl-2-methoxypyridine hydrochloride, molecular formula is C6H10ClN3O, molecular weight is 175.62, as common compound, the synthetic route is as follows.

[Reference Example 5] 1-(6-Methoxy-3-pyridyl)-5-(1H-pyrrol-2-yl)pyrazole-3-carboxylic acid [Show Image] Diethyl oxalate (3.10 mL) and 1-[1-(phenylsulfonyl)-1H-pyrrol-2-yl]-1-ethanone (2.49 g) were added to a solution of sodium ethoxide (1.63 g) in ethanol (20 mL) under ice cooling, and the resultant mixture was stirred for 5 hours at room temperature. To this reaction solution, 5-hydrazino-2-methoxypyridine hydrochloride (2.52 g) of Reference Example 1 and ethanol (20 mL) were added, and the mixture was heated to reflux for 14.5 hours. After air cooling, ethyl acetate and a saturated aqueous solution of sodium hydrogen carbonate were added to a residue obtained by evaporating the reaction solvent under reduced pressure, and the mixture was partitioned. The aqueous layer was further extracted with ethyl acetate. The organic layers were combined and dried over anhydrous sodium sulfate. After separation by filtration, a residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (ethyl acetate-hexane), to obtain 1-(6-methoxy-3-pyridyl)-5-[1-(phenylsulfonyl)-1H-pyrrol-2-yl]pyrazole-3-carboxylic acid ethyl ester (3.28 g, 72%) as an oily product. To a solution of this ethyl ester product (3.28 g) in ethanol (22 mL), an aqueous 1 N sodium hydroxide solution (22 mL) was added, and the mixture was stirred for 2 days at room temperature. An aqueous 1 N hydrochloric acid solution was added to the reaction solution, and the precipitated solid was filtered, to obtain the title compound (1.40 g, 68%) as a solid. 1H-NMR(400MHz, DMSO-d6)delta: 3.94(3H, s), 5.49-5.51(1H, m), 5.98-6.00(1H, m), 6.87-6.89(1H, m), 6.98(1H, dd, J=8.8, 0.5Hz), 7.08(1H, s), 7.80(1H, dd, J=8.8, 2.7Hz), 8.25(1H, dd, J=2.7, 0.5Hz), 11.39(1H, br s). ESI-MSm/z: 285(M+H)+.

Statistics shows that 179543-88-5 is playing an increasingly important role. we look forward to future research findings about 5-Hydrazinyl-2-methoxypyridine hydrochloride.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1785418; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1570-48-5, 1-(Pyridin-3-yl)propan-1-one, 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 C8H9NO, blongs to pyridine-derivatives compound. Computed Properties of C8H9NO

Precursor 3 n: 1-Pyridin-3-yl-propylamine 0.9 g of the title compound was obtained from 1 g of 3-propionylpyridine according to general method 3 B. Precursor 3 s: 1-Cyclopropyl-1-phenylmethylamine Hydrochloride

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1570-48-5, 1-(Pyridin-3-yl)propan-1-one, and friends who are interested can also refer to it.

Reference:
Patent; Brendel, Joachim; Pirard, Bernard; Peukert, Stefan; Kleemann, Heinz-Werner; Hemmerle, Horst; US2003/187033; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1000342-71-1, 6-Bromo-1H-pyrrolo[3,2-c]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, Product Details of 1000342-71-1, blongs to pyridine-derivatives compound. Product Details of 1000342-71-1

To a stirred solution of 6-bromo-1H-pyrrolo[3,2-c]pyridine (2.0 g, 10.2 mmol) in DCM (40 mL), anhydrous AICI3 (2.713 g, 20.4 mmmol) was added at 0C. The resulting mixture was stirred for 15 minutes at RT and then butyryl chloride (2.162 g, 20.4 mmol) was added. The reaction mixture it was allowed to stir at RT for 16h. The mixture was diluted with MeOH and the solution was concentrated under reduced presure. The crude compound was basified to pH~8 using aq. saturated NaHC03 solution and extracted with EtOA. The combined organic phases were dried over anhydrous NaSOt, filtered and concentrated under reduced pressure. The crude compound was triturated with diethyl ether, filtered and dried under vacuum to afford the title compound (1.5 g, 55%) as an off-white solid. LC-MS (method 16): Rt = 1.92 min; m/z = 267.14 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1000342-71-1, 6-Bromo-1H-pyrrolo[3,2-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); A1;,
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. 846021-26-9, name is 2-Amino-6-methylnicotinic acid, molecular formula is C7H8N2O2, 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. HPLC of Formula: C7H8N2O2

2-Amino-6-methyl nicotinic acid (3.04 g) was suspended in N,N-dimethylformamide (60 mE), and potassium carbonate (5.53 g) was added to the suspension, followed by stirring at 40 C. for 30 minutes. Solution (I) was dropwise added to the resulting suspension, followed by stirring with heating at 80 C. for 2 hours. The reaction solution was cooled to room temperature, and the N,N-dimethylformamide (50 mE, 71%) was removed by distillation under reduced pressure. Iced water (100 mE) was added to the residue, followed by stirring at room temperature for minutes. Precipitated crystals were collected by filtration and were dried to give 6.13 g (yield: 91%) of the target product (Compound 6 shown in Table 1). According to purity analysis by liquid chromatography, the purity of thus obtained target product was high, 98.5%. A melting point thereof was 120 C. to 121 C.10066] ?H-NMR (CDC13) oeppm: 2.40 (3H, s), 5.31 (2H, s), 6.10-6.91 (2H, br), 6.46 (1H, d), 6.89 (1H, d), 7.00 (1H, t), 7.16 (2H, d), 7.43 (2H, d), 7.67-7.72 (1H, t), 8.03 (1H, d), 8.20 (1H, d)

With the rapid development of chemical substances, we look forward to future research findings about 846021-26-9.

Reference:
Patent; AGRO-KANESHO CO., LTD.; AIZAWA, Ryo; OKADA, Itaru; (8 pag.)US2016/318868; (2016); 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

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

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 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

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

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