Category: pyridine-derivatives

Reference of 1133879-69-2, 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. 1133879-69-2, name is 3-Fluoro-5-vinylpyridine, molecular formula is C7H6FN, 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.

General procedure: A mixture of tetrahydrocarbazole 5a (0.17 g,1 mmol), 5fluoro3vinylpyridine (6) (0.12 g, 1 mmol), CsF(0.1 g), and hydroquinone (0.02 g) in DMSO (1.5 mL) was heated with stirring at 130-140 C for 4 h, DMSO was evaporatedin vacuo (3 Torr), the product was extracted from residue withdichloromethane. The solvent was evaporated and the residuewas subjected to chromatography on silica gel (60 mesh), eluentmethanol-chloroform = 1 : 5. The yield was 0.22 g (75%), m.p.65-67 C. Found (%): C, 77.63; H, 6.43; N, 9.64. C19H19FN2.Calculated (%): C, 77.52; H, 6.45; N, 9.52. 1H NMR (DMSOd6), : 1.81 (m, 4 H, CH2); 2.29 (m, 2 H, CH2); 2.72 (m, 2 H,CH2); 3.05 (t, 2 H, CH2Py, J = 6.8 Hz); 4.25 (t, 2 H, CH2N,J = 6.9 Hz); 6.80 (dt, 1 H, CHPy, JHF = 9.3 Hz, JHH = 2.4 Hz);7.05-7.30 (m, 3 H, CHAr); 7.50 (d, 1 H, CHAr, J = 6.8 Hz); 8.14(s, 1 H, CHPy); 8.34 (d, 1 H, CHPy, JHH = 2.4 Hz). 19F NMR(DMSOd6), : -49.38 (d, JFH = 9.4 Hz).

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 1133879-69-2, 3-Fluoro-5-vinylpyridine.

Reference:
Article; Sokolov; Aksinenko; Nikolaeva; Grigor’Ev; Kinzirsky; Bachurin; Russian Chemical Bulletin; vol. 63; 5; (2014); p. 1137 – 1141; Izv. Akad. Nauk, Ser. Khim.; 5; (2014); p. 1137 – 1141,5;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6623-21-8 ,Some common heterocyclic compound, 6623-21-8, molecular formula is C8H8N2, 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.

4,6-dimethylpyridine-3-carbonitrile (0.15 g , 1 .135 mmol) in MeOH (150 ml) was subjected to the H-Cube with 10% palladium on carbon at a flow rate of 1 ml / min using at 50 bar and room temperature into a solution of 1 M HCI (1 ml). The solvent was evaporated in vacuo to give the title compound (190 mg, 64%) as a white solid. Used without purification.1 H-NMR (DMSO-d6, 500 MHz): d[ppm]= 8.74 – 8.66 (m, 1 H), 8.62 – 8.42 (m, 3H), 7.76 – 7.64 (m, 1 H), 4.23 – 4.13 (m, 2H), 2.66 – 2.63 (m, 3H), 2.58 – 2.54 (m, 3H)HPLCMS (Method E): [m/z]: 136.9 [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. 6623-21-8, 4,6-Dimethylnicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; DUeRRENBERGER, Franz; BUHR, Wilm; BURCKHARDT, Susanna; BURGERT, Michael; KALOGERAKIS, Aris; REIM, Stefan; MANOLOVA, Vania; BOYCE, Susan; YARNOLD, Christopher John; PENA, Paula; SHEPHERD, Jon; LECCI, Cristina; JARJES-PIKE, Richard; SCOTT, John; (416 pag.)WO2017/68089; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3430-26-0, 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. 3430-26-0, name is 2,5-Dibromo-4-methylpyridine. A new synthetic method of this compound is introduced below.

Step A: 5-Bromo-2-iodo-4-methyl-pyridine To a solution of 2,5-dibromo-4-methylpyridine (2 g) in acetonitrile (40 ml) at room temperature under argon were added sodium iodide (4.8 g) then acetyl chloride (0.94 g). After 3 hours stirring at room temperature the white solid formed was filtered off and the filtrate was neutralized with aqueous saturated solution of sodium hydrogenocarbonate. The organic phase was dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate/cyclohexane) to afford the title product as a brown solid (2.04 g). 1H-NMR (CDCl3, 400 MHz): 8.40 (s, 1H), 7.60 (s, 1H), 2.30 (s, 3H),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3430-26-0, its application will become more common.

Reference:
Patent; SYNGENTA CROP PROTECTION LLC; US2012/238517; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 184416-84-0, 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. 184416-84-0, name is 2,3-Dichloroisonicotinic acid. A new synthetic method of this compound is introduced below.

A.2.5.1 Synthesis of 2,3-dichloroisonicotinic acid ethyl ester To a solution of 2,3-dichloroisonicotinic acid (5.62 mmol) in 15 mL DMF were added NaH (7.31 mmol) followed by iodoethane (6.75 mmol) at 0 C. The cooling bath was removed and the mixture was stirred at RT overnight. The reaction was quenched with sat. aq. NaHCO3 solution and extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo. Purification by CC (KP-SIL from Biotage) using Hept/EtOAc (6/4) gives the desired product as yellow oil; LC-MS (A): tR=0.78 min; [M+H]+: 219.95.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,184416-84-0, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD.; Hilpert, Kurt; Hubler, Francis; Kimmerlin, Thierry; Renneberg, Dorte; Stamm, Simon; Murphy, Mark; US2014/163035; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Bromo-5-chloro-3-nitropyridine

A mixture of 2-bromo-5-chloro-3-nitropyridine (2.8 g; 11.79 mmol) and copper(I) cyanide (1.40 g, 15.63 mmol) in DMF (30 mL)was stirred at 110C for 1.5 h. The mixture was concentrated. The residue was diluted with water (60 mL), extracted three times with EtOAc (50 mL). The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by columnchromatography (elution: DCM/Petroleum ether 1/1). The desired fractions were collected and concentrated to give 1.10 g of intermediate 521 (51% yield) as a yellow solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 75806-86-9, 2-Bromo-5-chloro-3-nitropyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (476 pag.)WO2017/125534; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1072-98-6, name is 2-Amino-5-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H5ClN2

PREPARATION 61 2-Amino5-chloro-3-nitropyridine A procedure similar to that described in Preparation 56 was repeated, except that 25.0 g of 2-amino-5-chloropyridine, 100 ml of concentrated sulfuric acid and 12.5 ml of concentrated nitric acid were used, to give 18.5 g of the title compound, melting at 138-139 C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1072-98-6, 2-Amino-5-chloropyridine.

Reference:
Patent; Sankyo Company, Limited; US5624935; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 850663-54-6, 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. 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

Diisopropyl azodicarboxylate (9.87 mL, 50.13 mmol) was added to a stirred solution of 4- chloro-5-nitropyridin-2-ol (intermediate 156) (7 g, 40.10 mmol) and triphenylphosphine (15.78 g, 60.16 mmol) in THF (180 mL) under nitrogen. The reaction mixture was stirred at ambient temperature for 10 minutes and then (lr,4r)-methyl 4- hydroxycyclohexanecarboxylate (6.34 g, 40.10 mmol) in THF (45 mL) was added and the resulting solution was stirred at ambient temperature over the weekend. The reaction mixture was evaporated and the residue was purified by flash silica chromatography, elution gradient 0 to 20% EtOAc in isohexane. Yielded (ls,4s)-methyl 4-(4-chloro-5- nitropyridin-2-yloxy)cyclohexanecarboxylate (2.86 g, 22.66 %). 1H NMR (400 MHz, DMSO) delta 1.70 – 1.87 (8H, m), 3.61 (3H, s), 5.28 (IH, d), 7.30 (IH, s), 8.96 (IH, s). IH obscured by DMSO peak. No mass ion.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,850663-54-6, 4-Chloro-5-nitropyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/24821; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1256810-26-0, 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. 1256810-26-0, name is 6-Bromo-3-methoxypicolinic acid, molecular formula is C7H6BrNO3, 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 mixture of 6-bromo-3-methoxypicolinic acid (3.6 g, 15.52 mmol) and K2CO3 (4.29 g, 31 .0 mmol) in A/,A/-Dimethylformamide (20 mL) was added iodomethane (4.40 g, 31 .0 mmol). The reaction mixture was stirred at 60 C for 4h. The mixture was then poured into water (10 mL) and was extracted with EtOAc (3×30 mL). The combined organic layers were washed by aqueous LiCI (2×30 mL) and brine (50 mL), dried over anhydrous MgS04 and concentrated in vacuum to give crude methyl 6-bromo-3-methoxypicolinate as a clourless gum. Ethyl 2- chloro-2,2-difluoroacetate (7.38 g, 46.5 mmol), potassium fluoride (9.01 g, 155 mmol) and copper(l) iodide (8.86 g, 46.5 mmol) and A/,A/-Dimethylformamide (20.00 mL) were then added and the reaction mixture was stirred at 120 C for 18h. The mixture was cooled to rt and water (30 mL) was added. The mixture was filtered and extracted with EtOAc (3×30 mL). The combined organic layers were washed by aqueous LiCI (2×30 mL) and brine (50 mL), dried over anhydrous MgS04 and concentrated in vacuum to give methyl 3-methoxy-6- (trifluoromethyl)picolinate as a crude product. The crude product was dissloved in methanol (20 mL) and a solution of LiOH (1 .858 g, 78 mmol) in water (20 mL) was added. The reaction mixture was stirred at 40 C for 1 h. The pH was then adjusted to 5 with 1 N HCI. The mixture was extracted with EtOAc (3×30 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous MgS04 and concentrated under vacuum to give 3-methoxy-6- (trifluoromethyl)picolinic acid (1 .7 g, 6.92 mmol, 44.6 % yield) as a white solid, m/z: [M + H]+ Calcd for C8H7F3NO3 222.0; Found 222

According to the analysis of related databases, 1256810-26-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; BARBE, Guillaume; BOHNERT, Gary; CALANDRA, Nicholas; LAMBERT III, Millard Hurst; LU, Hongfu; LOBERA, Mercedes; RAMANJULU, Joshi; REN, Feng; YANG, Ting; (337 pag.)WO2019/63748; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89570-84-3, 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. 89570-84-3, name is 2-Hydrazinyl-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

631 mg (3.0 mmol) of the compound from Example 3A and 531 mg (3.0 mmol) of the compound from Example 25A are initially introduced into 10 ml ethanol. 114 mg (0.6 mmol) p-toluenesulfonic acid monohydrate are added and the mixture is stirred under reflux for 16 h. It is then concentrated and the residue is purified by means of preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA). The product fractions are combined, the solvent is removed and the residue is dried under a high vacuum. 20 ml of a 4 N solution of hydrogen chloride in dioxane are added and the mixture is stirred at RT for 1 h. The solid is filtered off, washed twice with tert-butyl methyl ether and dried under a high vacuum.Yield: 231 mg (23% of th.)LC-MS (Method 8): Rt=1.65 min; MS (ESIpos): m/z=297 [M+H]+;1H-NMR (400 MHz, DMSO-d6): delta=8.81 (d, 1H), 8.70 (s, 1H), 8.59 (s, 1H), 8.47 (s, 1H), 7.92 (s, 1H), 7.77 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89570-84-3, 2-Hydrazinyl-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2010/305085; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1014631-89-0, 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 1014631-89-0, name is 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Stage 3: N-(Dimethylsulphamoyl)-1-(pyridin-3-yl)-1H-pyrazole-4-carboxamide 0.250 g (1.32 mmol) of 1-(pyridin-3-yl)-1H-pyrazole-4-carboxylic acid was initially charged in 5 ml of tetrahydrofuran, and 0.43 ml (1.98 mmol) of N,N’-carbonyldiimidazole was added. The mixture was heated under reflux for 1 h. 0.246 g (1.98 mmol) of N,N-dimethylsulphonamide was dissolved in 3 ml of tetrahydrofuran and added dropwise at room temperature to the first solution. The mixture was stirred at room temperature for 10 min. After addition of 0.30 ml (1.98 mmol) of 1,8-diazabicyclo(5.4.0)undec-7-ene, the mixture was stirred at room temperature for 12 h. The solvent was removed on a rotary evaporator and water was added to the residue. The aqueous phase was extracted with dichloromethane. The organic phase was discarded and the aqueous phase was acidified with concentrated HCl. The precipitate formed was filtered off with suction. Yield: 0.120 g (30% of theory), logP1) (HCOOH) 1.03 1H NMR ((CD3)2SO): 2.89 (s, 6H), 7.58-7.62 (m, 1H), 8.24-8.27 (m, 1H), 8.38 (s, 1H), 8.60-8.62 (m, 1H), 9.10-9.11 (m, 1H), 9.22 (s, 1H) ppm.

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 1014631-89-0, 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid.

Reference:
Patent; Bayer CropScience AG; US2012/95023; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem