Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 5350-93-6, 6-Chloropyridin-3-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, 5350-93-6, blongs to pyridine-derivatives compound. 5350-93-6

6-Chloro-pyridine-3-sulfonyl chloride; Sodium nitrite (3.45g, 0.05mol) was added portion wise to a stirred solution of 6- chloro-pyridin-3-ylamine (6.4g, 0.05mol) in acetic acid (56ml) and HCl (cone) (9.92ml) while maintaining the temperature below 15¡ãC. This solution was then added drop wise to a stirred solution of sulfur dioxide (17.2g, 0.27mol), copper (II) chloride (1.85g, 0.01 lmol) and water (2.2ml) in acetic acid (37ml) at 5¡ãC. The reaction mixture was allowed to warm to room temperature and poured over ice water and stirred for a further 15min. The resultant precipitate was collected by filtration, washed with water and dried overnight in a vacuum oven to give 6- chloro-pyridine-3-sulfonyl chloride (6.41g, 60.5percent yield); (400 MHz; d6-DMSO) 8.54 (IH, d), 7.96 (IH, dd), 7.50 (IH, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5350-93-6, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/138594; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

17368-12-6, 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. 17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, 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.

3-Bromo-2,4-dimethyl-6-nitropyridine (2.2 g, 9.5 mmol) and 2-chloro-4- hydroxypyridine (2.5 g, 19 mmol) were combined in DMA (10 mL) and the solution was sonicated and sparged with Ar for 10 min. K2CO3 (4.0 g, 29 mmol) was added and the reaction mixture was stirred at 100 C for 12 h. The reaction mixture was poured into water (200 mL) and the precipitated solids were isolated by filtration. The solids were washed with sat. K2CO3 (aq) (3 x 50 mL) and water (3 x 50 mL) and dried under high vacuum for 5 h. The crude product was purified by silica gel chromatography (EtOAc/hexanes) to afford 3-((2-chloropyridin-4-yl)oxy)- 2,4-dimethyl-6-nitropyridine (0.50 g, 19 %) as a brown solid. H NMR (400 MHz, DMSO-i: delta 8.33-8.30 (m, 2 H), 7.15 (d, J = 2.3 Hz, 1 H), 7.01 (dd, J = 5.8, 2.3 Hz, 1 H), 2.33 (s, 3 H), 2.23 (s, 3 H); MS (ESI) m/z: 280.0 (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. 17368-12-6, 2-Chloro-4-hydroxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; BRANDT, Gary E. L.; TELIKEPALLI, Hanumaiah; CALDWELL, Timothy Malcolm; SAMARAKOON, Thiwanka; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2014/145023; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. 609-71-2

Commercial available 2-hydroxynicotinic acid (1.5 ?g, 10.78? mmol) was dissolved in anhydrous DMF (20.0 ?mL) and then NaH (650.0 ?mg, 27.08 ?mmol) was slowly added. After 1?h?at room temperature, p-fluorobenzyl chloride (1.5 mL, 12.52?mmol) was added and the reaction mixture was heated under stirring at 50?C for 12?h. After cooling to room temperature, the reaction mixture was evaporated under reduced pressure affording a white solid that was treated with a solution of 10% NaOH (20.0? mL) and heated at reflux for 4?h. Then the mixture was cooled at room temperature and acidified with concentrated HCl until pH?=?1-2. The obtained solid was filtered under vacuum, washed with water and dried to afford pure compound 12 (2.6 ?g, yield: 96%). 1H NMR (400MHz, DMSO): delta 12.02 (bs, 1H, COOH), 8.42-8.47 (m, 2H, H4 and H6 Py) 7.22-7.50 (m, 4H, ArH), 6.83-6.80 (m, 1H, H5 Py), 5.34 (s, 2H, N-CH2).

Statistics shows that 609-71-2 is playing an increasingly important role. we look forward to future research findings about 2-Oxo-1,2-dihydropyridine-3-carboxylic acid.

Reference:
Article; Chicca, Andrea; Arena, Chiara; Bertini, Simone; Gado, Francesca; Ciaglia, Elena; Abate, Mario; Digiacomo, Maria; Lapillo, Margherita; Poli, Giulio; Bifulco, Maurizio; Macchia, Marco; Tuccinardi, Tiziano; Gertsch, Juerg; Manera, Clementina; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 155 – 171;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1003-68-5, name is 5-Methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below., 1003-68-5

EXAMPLE 4 5-Methyl-1-p-tolyl-2-(1H)-pyridone The reaction of p-iodotoluene with 5-methyl-2-(1H)-pyridone by the reaction of Example 1, affords 5-Methyl-1-p-tolyl-2-(1H)-pyridone in 89% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003-68-5, 5-Methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Affiliated Medical Research, Inc.; US3974281; (1976); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5407-87-4, 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. 5407-87-4, name is 2-Amino-4,6-dimethylpyridine, molecular formula is C7H10N2, 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.

Compound 22. To a mixture of 1,3,5-tris(bromomethyl)-2,4,6-trimethyl-benzene (1b) (3.00 g, 6.80 mmol) and K2CO3 (1.88 g, 13.60 mmol) in CH3CN/THF (1:1 v/v; 40 mL) was added dropwise a CH3CN (10 mL) solution of 2-amino-4,6-dimethyl-pyridine (1.66 g, 13.60 mmol).The mixture was stirred at room temperature for 72 h. After filtration and evaporation of solvents, the crude product was purified by column chromatography (ethyl acetate/toluene, 1:3 v/v). Yield 30 %. M.p. 77-78 C. 1H-NMR (400 MHz, CDCl3) delta = 1.22 (t, 3H, J = 7.5 Hz), 1.29 (t, 6H, J = 7.5 Hz), 2.24 (s, 6H), 2.36 (s, 6 H), 2.73 (q, 2H, J = 7.5 Hz), 2.85 (q, 4H, J = 7.5 Hz), 4.23 (t, 2H, J = 4.2 Hz), 4.37 (d, 4H, J = 4.2 Hz), 4.62 (s, 2 H), 6.10 (s, 2 H), 6.35 (s, 2 H). 13C-NMR (100 MHz, CDCl3) delta = 16.4, 16.7, 21.1, 22.8, 23.0, 24.1, 29.6, 40.5, 103.6, 113.9, 131.9, 133.4, 143.8, 144.9, 148.9, 156.5, 158.0. HR-MS calcd for C29H39BrN4 5232.2353; found: 522.2360. Rf= 0.31 (ethyl acetate/toluene, 1:3 v/v).

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. 5407-87-4, 2-Amino-4,6-dimethylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Technische Universitaet Carolo-Wilhelmina zu Braunschweig; EP1972627; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

393-53-3, 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. 393-53-3, name is 3-Fluoroisonicotinic acid, molecular formula is C6H4FNO2, 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.

Example 153: 3-(methylamino)-4-pyridinecarboxylic acid Methylamine (0.321 mL,3.90 mmol, 40% solution in water) was added to a 3-fluoro-4- pyridinecarboxylic acid (250 mg, 1 .772 mmol) and 1 ,4-Dioxane (0.3 ml) and the mixture heated using a microwave to 125 C for 1.5 hr then 2 hr and finally an additional 6 hr. The mixture was allowed tocoolthen concentrated by evaporation. Water (10 ml) was added then the mixture acidifed to pH 3 using 37% HCI. The resulting bright yellow precipitate was filtered then washed with water (10 ml) to give the title compound as a yellow solid, 114 mg (42%).1H NMR (400 MHz, DMSO-S6) 8.2oppm (1H, 5), 7.84ppm (1H, d), 7.Ssppm (1H, d), 2.93ppm (3H, 5).

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. 393-53-3, 3-Fluoroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; BARKER, Michael David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; HUMPHREYS, Philip; LIDDLE, John; SHEPPARD, Robert John; THOMAS, Pamela Joan; WILSON, David Matthew; WO2013/143597; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 271-63-6, name is 1H-Pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., 271-63-6

(1) Add 7-azaindole and water to the reactor, stir for 45 minutes, add tetramethyl phosphonium and MFI zeolite, heat to 50C, stir and mix, add formaldehyde,After homogenization, microwave irradiation was performed for 2 hours, and the reaction was continued for 6 hours after stirring. After filtration, the precipitate was dissolved in methylene chloride. After filtration, the filtrate was distilled under reduced pressure and recrystallized to give 7-azaindole-3-methanol.;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,271-63-6, 1H-Pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Dongguan Lianzhou Knowledge Property Right Scheduled Operations Management Co., Ltd.; Chen Dongjin; (6 pag.)CN107903261; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13534-99-1, A common compound: 13534-99-1, name is 2-Amino-3-bromopyridine,molecular formula is C5H5BrN2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Preparative Example 13 Step 1: 3-cyclopropylpyridin-2-amine To a solution of 3-bromopyridin-2-amine (10.0 g, 58.13 mmol) in toluene (100 mL) and water (10 mL) were added cyclopropylboronic acid (6.49 g, 75.57 mmol), tricyclohexylphosphine (1.63 g, 5.81 mmol), tri-potassium phosphate trihydrate (54 g, 0.2 mol) and palladium(II) acetate (652 mg, 2.91 mmol). The reaction mixture was purged with nitrogen for 2 min and heated to 90 ¡ãC for 16 h and subsequently concentrated to dryness in vacuo. The resulting viscous mass was diluted with water and extracted with ethyl acetate (3 x 150 mL). The combined organic layers were dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 10percent to 30percent ethyl acetate in hexane) affording 3- cyclopropylpyridin-2-amine (7.0 g, 90percent): lU NMR (400 MHz, Chloroform-d) delta 7.93 – 7.91 (m, 1H), 7.24 – 7.21 (m, 1H), 6.59 – 6.56 (m, 1H), 4.76 (s, 2H), 1.63 – 1.57 (m, 1H), 0.92 – 0.87 (m, 2H), 0.59 – 0.57 (m, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 13534-99-1.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 23056-33-9 as follows., 23056-33-9

Sodium metal (0.106g, 4.6mmol) was dissolved in methanol (5ml) at 0C, 2-chloro-4-methyl-5-nitro-pyridine (0.2g, 1.0mmol) was added and the reaction mixture stirred at 0C for 1 h and at room temperature for 1 h. The solvent was removed in vacuo, water (5ml) was added, the crystalline precipitate was filtered, washed with water and dried to give 0.13g (68%) of 2-methoxy-4-methyl-5-nitro-pyridine.

The chemical industry reduces the impact on the environment during synthesis 23056-33-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Phenex Pharmaceuticals AG; EP1894924; (2008); 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. 5407-87-4, name is 2-Amino-4,6-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows. 5407-87-4

Step 1 Preparation of 2-amino-4,6-dimethyl-5-bromopyridine 20 g(0.164 mole) of 2-amino-4, 6-dimethylpyridine was added into a mixture of 69 ml of water and 16.1 g(0.164 mole) of sulfuric acid and the resulting solution was cooled to 0 C., and thereto was added 8.45 ml(0.164 mole) of bromine gradually at 0 C. The resulting solution was stirred for 30 minutes, adjusted to pH 9 to 10 with aqueous sodium hydroxide solution and extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous Na2 SO4 and concentrated under reduced pressure. The residue was purified with silica gel column chromatography to obtain 18.25 g of the title compound(yield 55%) and 5.4 g of dibromo compound(yield 11.8%).

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, 5407-87-4, 2-Amino-4,6-dimethylpyridine.

Reference:
Patent; Korea Research Institute of Chemical Technology; US5849753; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem