Tag: M.W:100-200

Synthetic Route of 59942-87-9, 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 59942-87-9 as follows.

A stirred solution of pyrazolo[l,5-a]pyridin-2-ol (27-1; 0.9 g, 0.0067 mol) in POCl3 (10 mL) was heated in a sealed tube at 145 C for 6 h. The reaction mixture was cooled to room temperature, poured into ice cold water (20 mL) and extracted with dichloromethane (3 x 20 mL). The combined organic layers were washed with saturated sodium chloride, dried over sodium sulphate and concentrated under vacuum to afford the crude compound, which was purified by column chromatography to obtain the title compound. 1H NMR (400 MHz, DMSO-d6) 6 8.36 – 8.34 (d, J =1.2 Hz, 1 H), 7.44-7.42 (d, J= 9.2 Hz, 1 H), 7.17-7.13 (m, 1 H), 6.78-6.74 (m, 1 H), 6.43 (s, 1 H). MS (M+l): 152.8.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59942-87-9, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; PARK, Min, K.; RATCLIFFE, Paul; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43521; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89466-17-1, Adding some certain compound to certain chemical reactions, such as: 89466-17-1, name is 6-Bromo-5-methylpyridin-2-amine,molecular formula is C6H7BrN2, 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 89466-17-1.

To a solution of 6-bromo-5-methylpyridin-2-amine (2.50 g, 13.4 mmol) in i-PrOH (25 mL) was added dimethylformamid-dimethylacetal (2.23 g, 18.7 mmol). The solution was stirred at 85C for 3 h under Ar, cooled to rt and used directly in the next step without further purification.

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. 89466-17-1, 6-Bromo-5-methylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHENEX-FXR GMBH; GEGE, Christian; BIRKEL, Manfred; HAMBRUCH, Eva; DEUSCHLE, Ulrich; KREMOSER, Claus; (203 pag.)WO2019/16269; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 79055-63-3, 2-Chloro-6-methylpyridin-4-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, 79055-63-3, blongs to pyridine-derivatives compound. SDS of cas: 79055-63-3

Lithium bis(trimethylsilyl)amide in THF (4.23 mL, 1 M, 4.23 mmol) was added to a solution of ethyl 4-[(3,3-difluoro-l-methyl-cyclobutyl)sulfamoyl]-3-fluoro-l -methyl-pyrrole -2-carboxylate (500 mg, 1.41 mmol) and 2-chloro-6-methyl-pyridin-4-amine (316 mg, 1.76 mmol) in THF (7.6 mL) and the mixture was stirred for 2 hours at room temperature. The mixture was quenched with NH4C1 solution, diluted with brine and extracted with EtOAc (25mL). The combined extracts were dried on Na2S04, filtered and concentrated in vacuo. The residue was purified by column chromatography using a gradient from 10 till 100% EtOAc in heptane. The product fractions were concentrated. The residue was crystallised out of isopropanol, the crystals were collected on a filter and dried overnight in vacuo at 50C, resulting in compound (0650) 130 (378 mg) as a white powder. Method B: Rt: 1.08 min. m/z: 449.1 (M-H)~ Exact mass: 450.1. DSC: From 30 to 300 C at 10C/min, peak 217.7 C. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.42 (s, 3 H), 2.42 (s, 3 H), 2.52 – 2.63 (m, 2 H), 2.79 – 2.99 (m, 2 H), 3.81 (s, 3 H), 7.47 – 7.51 (m, 1 H), 7.56 (d, J=4.6 Hz, 1 H), 7.60 – 7.64 (m, 1 H), 8.24 (s, 1 H), 10.45 (s, 1 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,79055-63-3, its application will become more common.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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

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. 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

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