Tag: M.W:100-200

Synthetic Route of 6975-44-6, Adding some certain compound to certain chemical reactions, such as: 6975-44-6, name is Ethyl 4,6-dihydroxynicotinate,molecular formula is C8H9NO4, 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 6975-44-6.

A. 4,6-Dichloro-nicotinic acid ethyl ester Diethyl 1,3-acetonedicarboxylate (10 mL, 49.5 mmol) was taken in 10 mL of acetic anhydride. To the solution was added trimethylorthoformate (8.2 mL, 49.5 mmol). The mixture was heated to 120 C. for 3 hours. The reaction was then cooled and 10 mL of NH4OH (30%) was added. After stirring for additional 1 hour, the solution was triturated for 3 times in CH2Cl2 to afford 7.3 g of an off-white solid. The solid was suspended in 10 mL of POCl3 and the mixture was heated at 100 C. for 6 hours. The reaction was cooled, quenched with water, and extracted 3 times with EtOAc. The organic layer was dried over Na2SO4 and concentrated in vacuo. Flash chromatography (EtOAc/Hexanes, 1:10 v/v) afforded the title compound as a white solid (6 g, 68%). 1H NMR (400 MHz, CDCl3) delta (ppm): 8.79 (s, 1H), 7.42 (s, 1H), 4.38 (q, J=7.1 Hz, 2H), 1.37 (t, J=7.1 Hz, 3H).

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. 6975-44-6, Ethyl 4,6-dihydroxynicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Player, Mark R.; Huang, Hui; Hutta, Daniel A.; US2007/60577; (2007); 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. 1061358-78-8, name is 2-Chloro-5-(trifluoromethyl)pyridin-4-amine, molecular formula is C6H4ClF3N2, 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. Quality Control of 2-Chloro-5-(trifluoromethyl)pyridin-4-amine

5-(2-chloro-5-(trifluoromethyl)pyridin-4-ylamino)-iV-methylthiazole-4- carboxamide; A mixture of 2-chloro-5-(trifluoromethyl)pyridin-4-amine (41 mg, 0.21 mmol) and 5- bromo-7V-methylthiazole-4-carboxamide (54 mg, 0.24 mmol; synthesized from the corresponding ethyl-ester), Pd2(dba)3 (19 mg, 0.021 mmol), xantphos (37 mg, 0.064 mmol) and cesium carbonate (138 mg, 0.42 mmol) in dioxane (3.5 ml) were heated in a Biotage Initiator microwave synthesizer at 140 C for 2 h. The solvent was removed and the residue was purified by silica gel chromatography (DCM/MeOH gradient) to give the title compound as a pale yellow solid in 27% isolated yield.

With the rapid development of chemical substances, we look forward to future research findings about 1061358-78-8.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2008/115369; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 31301-51-6, name is 2-Chloro-5-fluoropyridine, the common compound, a new synthetic route is introduced below. Product Details of 31301-51-6

j00200J To a stirred solution of 2-chloro-5-fluoropyridine (10.0 g, 76.0 mmol, 1.0 eq.) in anhydrous THF (100 ml) was added LDA (58 mL, 116 mmol, 2M) dropwise at -78 C under N2. The mixture was kept at this temperature for 3 h, to which was added a solution of ?2 (23.2 g, 91.0 mmol) in THF (100 mL) dropwise at -78 C. The mixture was stirred for 1 h, and quenched with water (200 mL). The aqueous mixture was warmed to rt, ad extracted with EtOAc (100 mL x 2). The combined organic layers were washed with brine (50 mL x 2), dried over Na2 SO4, filtered and concentrated under vacuum. The crude product was purified by chromatography on silica gel (PE to EtOAc/PE = 1/20, v/v) to afford 2-chloro-5-fluoro-4-iodopyridine (11.8 g, 60%) as a white solid. ?H NMR (400 IVIHz, CDC13): 8.13 (s, 1H), 7.76 (d, 1H).

The synthetic route of 31301-51-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (109 pag.)WO2017/1936; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5350-93-6, Adding some certain compound to certain chemical reactions, such as: 5350-93-6, name is 6-Chloropyridin-3-amine,molecular formula is C5H5ClN2, 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 5350-93-6.

To 0.5 g (3.9 mmol) of 6-chloro-pyridin-3-ylamine in 6 mL of 12M HC1 at-20°C were added a solution of 0.36 g (5.2 mmol, 1. 3 eq) of sodium nitrite dissolved in 2 mL of H20. The reaction mixture was stirred for 15 min, and 4.4 g (19.5 mmol, 5 eq) of tin chloride dihydrate dissolved in 2 mL of 12M HC1 were added. The reaction mixture was allowed to reach 0°C within 40 min, and the white precipitate was recovered by filtration and washed with Et20 to yield 0.35 g (62percent) of (6-chloro-pyridin-3-yl) -hydrazine hydrochloride as a white solid, MS: 144 (MH+).

According to the analysis of related databases, 5350-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/92856; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 71255-09-9 ,Some common heterocyclic compound, 71255-09-9, molecular formula is C7H7NO2, 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.

General procedure: Et3N (1.0 equiv) was added to a suspension of 2-(4-bromo-2,5-dimethoxyphenyl)ethanamine hydrochloride (2C-B*HCl, 1.0 mmol) and the required aldehyde (1.1 equiv) in EtOH (10 mL) and the reaction was stirred until formation of the imine was complete according to TLC or GC (between 30 min and 3 h depending on the aldehyde). NaBH4 (2.0 mmol) was then added and the reactionwas stirred for another 30 min. The reaction mixture was concentratedunder reduced pressure and the residue was partitioned between CH2Cl2 and water (30 mL, 1:1). The organic layer was isolated and the aqueous layer was extracted with CH2Cl2 (2 x 15 mL). The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2/MeOH/NH3 98:2:0.04). The purified free base was dissolved in EtOH (2 mL) and HCl (1 M in EtOH, 2 mL) was added and the resulting solution was diluted with Et2O until a precipitate was formed. The crystals were collected by filtration and dried under reduced pressure to provide the desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71255-09-9, its application will become more common.

Reference:
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15855-06-8, name is 2-Chloro-6-methoxypyridine-4-carboxylic Acid, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6ClNO3

b) To a suspension of 2-chloro-6-methoxy-isonicotinic acid (244 g, 1.30 mol) in methanol (2.5 L), H2SO4 (20 mL) is added. The mixture is stirred at reflux for 24 h before it is cooled to 0 C. The solid material is collected, washed with methanol (200 mL) and water (500 mL) and dried under HV to give 2-chloro-6-methoxy-isonicotinic acid methyl ester (165 g) as a white solid; LC-MS: tR=0.94 min, [M+1]+=201.89.

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Morrison, Keith; Mueller, Claus; Nayler, Oliver; Steiner, Beat; US2012/108638; (2012); 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. 5345-47-1, name is 2-Aminonicotinic acid, molecular formula is C6H6N2O2, 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. Product Details of 5345-47-1

General procedure: Method B: To a solution of 3-aminopyridine-2-carboxylic acid (2.74 g, 20 mmol) in anhydrous DMF (100 mL) was added EDC (4.2 g, 22 mmol), HOBt (2.97 g, 22 mmol) and triethylamine (8.2 mL, 60 mmol). alpha-Amino acid methyl ester (22 mmol) was added, and the reaction mixture was stirred overnight. Water (100 mL) was added, and the mixture was extracted with methylene chloride (4 × 100 mL), dried over MgSO4 and concentrated. The compound was purified by silica gel chromatography to give the oil-like open product 6; this was then dissolved in THF (125 mL) under argon. Sodium hydride (0.93 g, 60% dispersion in oil, 26.8 mmol) was added, and the reaction mixture was stirred overnight. Water (5 mL) was carefully added, and the resulting white precipitate was collected. The precipitate was dissolved in ethyl acetate (200 mL), washed with water (50 mL) and brine (50 mL), dried over MgSO4 and concentrated to give product 8.

With the rapid development of chemical substances, we look forward to future research findings about 5345-47-1.

Reference:
Article; El Bouakher, Abderrahman; Laborie, Helne; Aadil, Mina; El Hakmaoui, Ahmed; Lazar, Said; Akssira, Mohamed; Viaud-Massuard, Marie-Claude; Tetrahedron Letters; vol. 52; 39; (2011); p. 5077 – 5080;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15513-52-7, 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 15513-52-7, name is 2,6-Dimethyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 2,6-dimethyl-3-nitropyridine (200mg, 1.3 mmol, 1.0 eq) in ethanol (10 mL) was added 40 % aqs. formaldehyde (15 mL) followed by water (10 mL) room temperature and stirred for 48 h at 200 C. The aqs solvent was evaporated and crude purified by silica gel column chromatography (100-200 mesh) using ethyl acetate/petrol ether (2 : 8) as eluent to get 2-(6-methyl-5-nitropyridin-2-yl)ethanol (220 mg, 55 %) as yellow liquid.

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 15513-52-7, 2,6-Dimethyl-3-nitropyridine.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1072-97-5, 5-Bromopyridin-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, Safety of 5-Bromopyridin-2-amine, blongs to pyridine-derivatives compound. Safety of 5-Bromopyridin-2-amine

5-bromo-2-aminopyridine (5.19 g, 30 mmol) was dissolved in 100 mL of anhydrous dichloromethane. 20 ml of triethylamine was added. In ice bath conditions, Slowly add acetyl chloride (2.54 ml) to the above solution. After the addition is complete, Remove the ice bath, The reaction was allowed to rise to room temperature overnight (i.e., reaction for 12 h). After the reaction, Dilute with dichloromethane, Washed (30ml × 3), Wash with saturated NaHCO 3 solution (30ml × 3), Saturated NaCl wash (30ml), The organic phase was dried over anhydrous Na 2 SO 4 . Column chromatography gave 5.65 g of a white solid, yield 88%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1072-97-5, 5-Bromopyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Xi’an Jiaotong University; Zhang Jie; Pan Xiaoyan; Liang Liyuan; Lu Wen; Wang Sicen; He Langchong; Si Ru; Wang Jin; (15 pag.)CN109734660; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5975-12-2, 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.5975-12-2, name is 2,4-Dichloro-3-nitropyridine, molecular formula is C5H2Cl2N2O2, molecular weight is 192.9876, as common compound, the synthetic route is as follows.

Step 3a’. 2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine (Compound 0201) To a solution of compound 0109 (1 g, 5.18 mmol) in was in DMF (8.6 mL) was added (4-methoxyphenyl)methanamine (0.71 g, 5.18 mmol) and triethylamine (0.644 mL). The solution was stirred at room temperature for 2 h. The mixture was evaporated to to remove DMF. The resulting mixture was purified by column chromatography on silica gel (EtOAc/petroleum at 10:1) to obtain the title compound 0201 as a yellow solid (1.32 g, 87%): LCMS: 294 [M+1]+; 1H NMR (DMSO-d6) delta 3.72 (s, 3H), 4.40 (d, 2H, J=6.3 Hz), 6.81 (d, 1H, J=5.7 Hz), 6.91 (d, 2H, J=9.0 Hz), 7.25 (d, 2H, J=8.4 Hz), 7.95 (d, 1H, J=5.4 Hz), 8.02 (t, 1H, J=5.7 Hz).

The chemical industry reduces the impact on the environment during synthesis 5975-12-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2008/234314; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem