Day: April 12, 2022

Related Products of 84487-15-0, 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 84487-15-0, name is 2-Bromo-5-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

4-Amino-5-nitropicolinonitrile (Compound 64) A solution of 2-bromo-5-nitropyridin-4-amine (135 mg, 0.619 mmol) and copper cyanide (67 mg, 0.743 mmol) in DMA was heated to 200 C. for 1 h using a microwave reactor. The reaction mixture was partitioned between water and EtOAc and filtered over celite. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with water, brine, dried over Na2SO4 and concentrated under reduced pressure. The crude was purified by combiflash SiO2 chromatography using (0-50% EtOAc-hexanes) to give 4-amino-5-nitropicolinonitrile (70 mg, 69%) as a pale brown solid. 1H-NMR (400 MHz, CD3OD) delta ppm 9.07 (s, 1H), 7.37 (s, 1H); ESI-MS: m/z 164.77 (M+H)+.

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 84487-15-0, 2-Bromo-5-nitropyridin-4-amine.

Reference:
Patent; Stingray Therapeutics, Inc.; Vankayalapati, Hariprasad; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (117 pag.)US2020/39979; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13269-19-7, 2-Nitropyridin-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, Formula: C5H5N3O2, blongs to pyridine-derivatives compound. Formula: C5H5N3O2

General procedure: A magnetically stirred solution of pyrazole 4 (500 mg, 3.46 mmol) in DMF (7 mL)was treated with KOH (387 mg, 6.90 mmol) and nitroaniline 7a-e, 10 or 13a-b (3equiv., 10.38 mmol) then heated at 100 C for 1 h. The resulting mixture was cooledto room temperature then treated with NH4Cl (100 mL of a saturated aqueoussolution) and extracted with ethyl acetate (3 × 25 mL). The combined organic phaseswere washed with brine (1 × 50 mL) before being dried (MgSO4), filtered andconcentrated under reduced pressure to afford a yellow oil. Subjection of this residueto flash column chromatography (silica, 1:4 ? 1:1 v/v ethyl acetate/n-hexane gradientelution) and concentration of the relevant fractions afforded the target pyrazole 8a-e,11 or 14a-b.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Article; Reekie, Tristan A.; McGregor, Iain S.; Kassiou, Michael; Tetrahedron Letters; vol. 55; 33; (2014); p. 4568 – 4571;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 116855-03-9, Adding some certain compound to certain chemical reactions, such as: 116855-03-9, name is 3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine,molecular formula is C7H6BrN3, 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 116855-03-9.

3-bromo-1-methyl-pyrazolo[3,4-b]pyridine (100 mg, 0.472 mmol) is dissolved in toluene (5 mL) and tributyl(1-ethoxyvinyl)tin (187 mg, 0.519 mmol) and tetrakis(triphenylphosphine) palladium(0) (54 mg, 0.047 mmol) are added to the solution and the reaction is refluxed for 2 h. Volatiles are evaporated under reduced pressure and the resulting residue is suspended in THE/aqueous 2M HCI 1:1 andstirring is continued for lh. The reaction mixture is basified with Na2CO3 saturated solution, and extracted with ethyl acetate. The organic layer is dried, evaporated and the resulting residue is purified by flash chromatography (eluent 0-100% EtOAc/Cyclohexane) to give the title compound (70 mg, 85 %)UPLC-MS (Method 2): R = 0.78 mmMS (ESI pos): m/z = 176 (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. 116855-03-9, 3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; WO2014/184275; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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.

2, 3, 6-Trichloropyridine (62 mmol, 11.27 g) was dissolved in a mixture of fuming nitric acid (62 mL) and concentrated sulphuric acid (50 mL) and heated at 100C for 12 hours. The mixture was cooled, carefully poured into ice/water then extracted with dichloromethane. The organic extract was dried (MgS04) then concentrated under reduced pressure to give the title compound as pale green oil which solidified on standing (9.65 g, 68%).

According to the analysis of related databases, 6515-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1403899-44-4 ,Some common heterocyclic compound, 1403899-44-4, molecular formula is C9H11ClN2, 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.

Preparation 13: 6-Chloro-3,3-di methyl-2,3-di hydro-pyrrolo[3,2-c] pyridi ne-I -carboxyl ic acid tert-butyl ester Alternative procedure: Potassium tert-butoxide (600 mg, 5.36 mmol) was added to a stirredsolution of 6-chloro-3,3-dimethyl-2,3-dihydro-1 H-pyrrolo[3,2-c]pyridine (800 mg, 4.38 mmol) in anhydrous THF (15 mL) and the mixture was stirred at room temperature for 10 minutes. Asolution of di-teit-butyl dicarbonate (1.07 g, 4.89 mmol) in anhydrous THF (15 mL)was addedand the mixture was stirred at room temperature overnight. The organic solvent was removed in vacuo, the aqueous residues were diluted with water (100 mL) and extracted with EtOAc (2 x200 mL). The organic layers were combined and the solvent was removed in vacuo to afford the title compound (1.19g, 96%), NMR data consistent with those previously obtained.

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. 1403899-44-4, 6-Chloro-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CHESSARI, Gianni; JOHNSON, Christopher Norbert; PAGE, Lee William; BUCK, Ildiko Maria; DAY, James Edward Harvey; HOWARD, Steven; SAXTY, Gordon; MURRAY, Christopher William; HOPKINS, Anna; WO2014/60767; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7477-10-3, 6-Chloro-5-nitronicotinic acid, 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, Formula: C6H3ClN2O4, blongs to pyridine-derivatives compound. Formula: C6H3ClN2O4

General procedure: A solution of compound 4 and different primary and secondary amines were stirred at rt for 1h, followed by extraction with EtOAc. The extract was then washed with 1N HCl, water, and brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by column chromatography (hexane/EtOAc=2:1) to give product 6 as a solid.4.2.4.4 6-[4-(2-Methoxyphenyl)piperazin-1-yl]-5-nitronicotinic acid (6d) Procedure A was used with compound 5 (100 mg, 0.5 mmol) and 1-(2-methoxyphenyl)piperazine (193 mg, 1.0 mmol) to afford product 6d as a yellow solid (138 mg, 77%). 1H NMR (300 MHz, CDCl3) delta: 8.92 (d, J = 1.8 Hz, 1H), 8.74 (d, J = 1.8 Hz, 1H). 7.08-7.03 (m, 1H), 6.94-6.89 (m, 3H), 3.90 (s, 3H), 3.82 (t, J = 4.8 Hz, 4H), 3.18 (t, J = 4.8 Hz, 4H). ESI-MS: m/z (357, MH-).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7477-10-3, 6-Chloro-5-nitronicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Zhao, Chao; Yang, Su Hui; Khadka, Daulat Bikram; Jin, Yifeng; Lee, Kyung-Tae; Cho, Won-Jea; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 985 – 995;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 942473-59-8, 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 942473-59-8 as follows.

2,5-Dibromopyridine-4-carboxylic acid (25.0 g) is dissolved in MeOH (400 ml.) and cone, sulfuric acid (5 ml.) is added dropwise at ambient temperature. The reaction is heated to reflux and stirred for 16 h. After cooling to ambient temperature the solution is concentrated under reduced pressure and partitioned between EtOAc and aq. sat. NaHCO-3. The organic phase is washed with aq. sat. NaHCO-3, dried over Na2S04, solid parts are removed by filtration and concentrated under reduced pressure. Column chromatography of the resulting crude product (ISCO-CombiFlash Rf, cyclohexane/EtOAc) yields the title compound (23.8 g, yield 91 %) as a colorless oil. (2134) H NMR (400 MHz, DMSO-c 6): delta = 8.77 (s, 1 H), 8.01 (s, 1 H), 3.91 (s, 3H) ppm; MS (ESI) m/z 295.9 [M + H+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,942473-59-8, its application will become more common.

Reference:
Patent; BASF SE; VOGT, Florian; WITSCHEL, Matthias; SEISER, Tobias; LOPEZ CARRILLO, Veronica; SEITZ, Thomas; KRAEMER, Gerd; KREUZ, Klaus; NEWTON, Trevor William; REINHARD, Klaus; SCHACHTSCHABEL, Doreen; TRESCH, Stefan; (109 pag.)WO2018/19758; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 26163-03-1, 3-Bromo-5-chloropyridin-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, HPLC of Formula: C5H4BrClN2, blongs to pyridine-derivatives compound. HPLC of Formula: C5H4BrClN2

Under nitrogen protection,Acetonitrile (100 mL) was added sequentially to a 500 mL three-necked flask,Elemental iodine (48.9 g, 192.8 mmol)Cuprous iodide (23.9 g, 125.3 mmol) andTert-butyl nitrite (14.9 g, 144.6 mmol)2-Amino-3-bromo-5-chloropyridine (20.0 g, 96.4 mmol) was slowly added under ice-cooling to react at 60 C for 2 h.After completion of the reaction, water (45 mL) was added,The filter cake was extracted with ethyl acetate (45 mL x 1) and the filtrate was extracted with ethyl acetate (200 mL x 2)The phases were washed with saturated aqueous sodium thiosulfate solution (110 mL x 2), dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure.A small amount of methanol beating, filter, filter cake after drying 2 – iodo-3-bromo-5-chloropyridine white solid 21.9g, the yield of 71.2%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26163-03-1, 3-Bromo-5-chloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Guizhou University; Zhao, Chunshen; Chai, Huifang; Zhou, Zhixu; Le, Yi; Liu, Li; Teng, Minggang; Huang, Zhuyan; (5 pag.)CN106467488; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71670-70-7, 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. 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride. A new synthetic method of this compound is introduced below.

[Step 2] Production of 2-[(5-methylpyridin-2-yl)methoxy]-4-(pyridin-3-yl)-5,6,7,8-tetrahydroquinoline To 4-(pyridin-3-yl)-5,6,7,8-tetrahydroquinolin-2-ol (20 mg), 2-(chloromethyl)-5-methylpyridine hydrochloride (32 mg) and silver(I) carbonate (73 mg) was added DMF (1 mL), and the mixture was stirred at 100C for 3 hours. After the reaction mixture was allowed to return to room temperature, diluted with ethyl acetate, filtered through Celite, and the filtrate was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound (7.5 mg) as colorless oil. [MS (ESI) m/z 332.1 (M+H)+]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,71670-70-7, 2-(Chloromethyl)-5-methylpyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; TSUJI, Takashi; SHIRAI, Masaaki; EP2891656; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 3998-90-1, 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.3998-90-1, name is Methyl 2-chloro-6-picoline-4-carboxylate, molecular formula is C8H8ClNO2, molecular weight is 185.61, as common compound, the synthetic route is as follows.

Methyl 2-chloro-6-methylpyridin-4-carboxylate (15.0 g, 80.8 mmol), 10% palladium carbon powder (50% water containing product) (5.00 g), and triethylamine (22.5 mL, 162 mmol) were stirred in N,N-dimethylformamide (200 mL) under hydrogen atmosphere, at room temperature, for 15 h. The mixture was filtered, and the solvent was removed by evaporation under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate: methanol= 100:0-50:1) to give the title compound (14.8 g, 61%) as an oil. 1H NMR (CDCl3) d: 2.64 (3H, s), 3.95 (3H, s), 7.64 (1H, dd, J =5.2, 0.8 Hz), 7.72 (1H, s), 8.65 (1H, d, J = 4.7 Hz).

Statistics shows that 3998-90-1 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-6-picoline-4-carboxylate.

Reference:
Article; Kaieda, Akira; Takahashi, Masashi; Takai, Takafumi; Goto, Masayuki; Miyazaki, Takahiro; Hori, Yuri; Unno, Satoko; Kawamoto, Tomohiro; Tanaka, Toshimasa; Itono, Sachiko; Takagi, Terufumi; Hamada, Teruki; Shirasaki, Mikio; Okada, Kengo; Snell, Gyorgy; Bragstad, Ken; Sang, Bi-Ching; Uchikawa, Osamu; Miwatashi, Seiji; Bioorganic and Medicinal Chemistry; vol. 26; 3; (2018); p. 647 – 660;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem