Category: pyridine-derivatives

Reference of 136888-17-0 ,Some common heterocyclic compound, 136888-17-0, molecular formula is C7H5ClN2O, 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.

A mixture of 5-chloro-l /-pyrrolo[2,3-c]pyridin-2(3 /)-onc (Step 3 of Intermediate B7) (750 mg, 4.44 mmol) and triethyl orthoacetate (10 mL) was heated at 130 C for 1 h. The reaction mixture was concentrated under reduced pressure and the solid was stirred with diethyl ether. The compound was filtered and dried to yield 800 mg of the desired compound. NMR (400 MHz, DMSO-de) d 1.44 (t, J= 7.2 Hz, 3H), 2.78 (s, 3H), 4.45 (q, J= 7.2 Hz, 2H), 7.41 (s, 1H), 7.82 (s, 1H), 10.58 (s, 1H).

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. 136888-17-0, 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ICHNOS SCIENCES S.A.; CHAUDHARI, Sachin, Sundarlal; GHARAT, Laxmikant, Atmaram; IYER, Pravin; DHONE, Sachin, Vasantrao; ADIK, Bharat, Gangadhar; WADEKAR, Prashant, Dilip; GOWDA, Nagaraj; BAJPAI, Malini; (233 pag.)WO2020/70331; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6515-09-9, 2,3,6-Trichloropyridine, 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, 6515-09-9, blongs to pyridine-derivatives compound. Computed Properties of C5H2Cl3N

A solution of n-butyllithium in hexanes (2.5M, 30 mmol, 12 mL) was added drop-wise to a solution of (1321) diisopropylamine (30 mmol, 4.3 mL) in dry THF (100 mL) at -78 C. After 1 hour, a solution of 2,3,6- trichloropyridine (27.4 mmol, 5 g) in dry THF (25 mL) was added over 15 minutes. After a further 1 hour, a (1322) solution of methyl iodide (30.4 mmol, 1.9 mL) in dry THF (10 mL) was added drop-wise over 5 minutes. The orange- brown solution was stirred at -78 C for 15 minutes, then allowed to warm to room temperature and stirred at room temperature for 18 hours. The reaction was carefully quenched by the addition of saturated aqueous ammonium chloride solution and the mixture was extracted with ethyl acetate. The organic extract was washed with brine, dried (MgS04) and concentrated under reduced pressure. Partial purification of the crude product was achieved by column chromatography (silica gel, gradient of ethyl acetate in isohexane) to give the intermediate 2 , 3 , 6-trichloro-4-methylpyridine as an oily colourless solid (2.4 g) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6515-09-9, its application will become more common.

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

Reference of 63572-73-6, Adding some certain compound to certain chemical reactions, such as: 63572-73-6, name is 5-Nitro-1H-pyrazolo[3,4-b]pyridine,molecular formula is C6H4N4O2, 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 63572-73-6.

Compound 1 (2 g, 12.2 mmol, 1.0 eq),Soluble in DMF (20mL),NBS (2.5 g, 14.0 mmol, 1.15 eq) was added in portions at 0 C.The reaction was carried out for 16 hours at room temperature.LCMS showed the reaction of the starting material,There is product generation. Concentrate and spin dry to a crude product.Purified by column (PE/EA=100:1-10:1),Yellow solid compound 2 (1.4 g, yield: 94%).

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. 63572-73-6, 5-Nitro-1H-pyrazolo[3,4-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Kefeipingshenghui Pharmaceutical Co., Ltd.; Jin Qiu; Qin Yinlin; Su Mei; Qiu Yanan; Lou Yajing; (23 pag.)CN109206401; (2019); A;,
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. 799293-73-5, name is 3-Bromofuro[3,2-c]pyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Bromofuro[3,2-c]pyridin-4-amine

The mixture of 4-amino-3-bromo-furo [3,2-c] pyridine (7) (63 mg, 0. 29MOL), 4- (4,4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2-yl) aniline (84 mg, 0.38 MMOL), Pd (PPH3) 4 (34 mg, 0.029 MMOL) and sodium carbonate (0.74 ml, 1.5 MMOL) in 3 ml of DME was stirred for 14 hours at 80C. The solvent was removed, and the resultant residue was purified by chromatography on a silica gel column gel to afford the titled compound (55 mg) 1 H NMR (400MHZ, DMSO-d6) ppm 7.82 (d, J = 6. 1 Hz, 1H), 7.77 (s, 1H), 7.15 (d, J = 8.3 Hz, 2H), 6.89 (d, J = 5.8 Hz, 1H), 6.69 (d, J = 8. 3 Hz, 2H), 5.49 (s, 2H), 5.32 (s, 2H). MS: m/z 226 (M+H) +

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, 799293-73-5, 3-Bromofuro[3,2-c]pyridin-4-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/100947; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 878197-68-3, Adding some certain compound to certain chemical reactions, such as: 878197-68-3, name is 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde,molecular formula is C8H5BrN2O, 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 878197-68-3.

A solution of (5-bromoimidazo[1 ,2-a]pyridin-2-yl)methanol (150 mg, 0.66 mmol) in morpholine (500 muL) was subjected to microwave irradiation at 200C for 20 minutes. Reaction mixture was concentrated and purified by preparative chromatography (0- 5% ammonium hydroxide-acetonitrile) to give [5-(4-morpholinyl)imidazo[1 ,2-a]pyridin- 2-yl]methanol. To this alcohol in chloroform (6.6 mL) was added manganese dioxide (574 mg, 6.6 mmol). The reaction mixture was stirred at room temperature overnight, filtered through celite, rinsed with dichloromethane, and concentratred to give 150 mg (98% yield) 5-(4-morpholinyl)imidazo[1 ,2-a]pyridine-2-carbaldehyde. 1H-NMR (CDCI3): delta 10.16 (s, 1 H), 8.16 (s, 1 H), 7.46 (d, 1 H), 7.30 (m, 1 H), 6.40 (d, 1 H), 3.94 (m, 4H), 3.13 (m, 4H); MS m/z 232 (M+1 ).

According to the analysis of related databases, 878197-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/36816; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6945-67-1, 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. 6945-67-1, name is 2-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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: In a glovebox, K3PO4 (10 mol %, 5.3 mg), 18-Crown-6 (20 mol %, 13.2 mg) , and 2.5 mL tetrahydrofuran were added into a Schlenk tube equipped with a stir bar, then thiol (0.25 mmol) and nitrobenzene derivative (0.25 mmol) were added on the outside under an air atmosphere. The reaction mixture was stirred at room temperature 3 h (450 rpm). The resultant solution was concentrated and purified by silica gel column chromatography with EtOAc and petroleum ether as the eluent to give the corresponding thioether.

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 6945-67-1, 2-Bromo-4-nitropyridine.

Reference:
Article; Xuan, Maojie; Lu, Chunlei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 145255-19-2, 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. 145255-19-2, name is 5-Aminopyridine-2-carboxamide. A new synthetic method of this compound is introduced below.

B) 5-((4-((3R)-3-cyano-3-ethyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)pyridine-2-carboxamide To a solution of (3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile (200 mg) obtained in Step A of Example 8, 5-aminopyridine-2-carboxamide (130 mg) obtained in Step A of Example 350, cesium carbonate (520 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (75 mg) in tetrahydrofuran (5.0 mL) was added tris(dibenzylideneacetone)dipalladium(0) (73 mg), and the mixture was stirred overnight at 80C under argon atmosphere. The insoluble substance was removed by filtration through Celite, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized (diisopropyl ether/ethanol) to give the title compound (25 mg). MS (ESI+) : [M+H]+ 352.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145255-19-2, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; TSUKAMOTO, Tetsuya; OHBA, Yusuke; YUKAWA, Takafumi; NAGAMIYA, Hiroyuki; KAMEI, Taku; TOKUNAGA, Norihito; SAITOH, Morihisa; OKABE, Atsutoshi; EP2832734; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 41288-96-4, 2-Chloro-5-hydroxypyridine, 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: C5H4ClNO, blongs to pyridine-derivatives compound. Formula: C5H4ClNO

General procedure: To a vigorously stirred solution of 2-chloro-6-hydroxypyridine(0.13 g, 1.0 mmol) in acetonitrile (2 mL) at room temperature was added a 6 M aqueous solution of potassium hydroxide (2 mL). Difluoromethyltriflate (0.38 mL, 3.0 mmol, 3 equiv.) was added dropwiseto the reaction mixture which was maintained at room temperature by means of a water bath (the reaction is exothermic), and the medium was stirred for 30 min. The mixture was diluted with water(20 mL) and extracted with diethyl ether (2 ×10 mL) and ethyl acetate(3 ×10 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was purified by column chromatography on silica gel with pentane/diethylether (100:0 to 70:30) as eluent to afford the pure title compound

At the same time, in my other blogs, there are other synthetic methods of this type of compound,41288-96-4, 2-Chloro-5-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1147422-00-1, 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. 1147422-00-1, name is tert-Butyl octahydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate, molecular formula is C12H22N2O2, 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 solution of ieri-butyl octahydro-lH-pyrrolo[3,2-c]pyridine-l- carboxylate (0.63 g) in acetone (15 mL) was added 2C03 (1.54 g) and l -bromo-3-chloropropane (1.45 mL). The reaction mixture was heated to reflux overnight, diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2S04 for 1 h and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 10: 1 (v/v) CH2Cl2/MeOH) to give the title compound as pale yellow liquid (0.65 g, 77.00 %).

According to the analysis of related databases, 1147422-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1042986-00-4, Adding some certain compound to certain chemical reactions, such as: 1042986-00-4, name is 2-Fluoro-5-methylnicotinic acid,molecular formula is C7H6FNO2, 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 1042986-00-4.

Step a To a cooled to 0 C. mixture of 4-amino-benzoic acid methyl ester (0.930 g, 61.7 mmol) and 2-fluoro-5-methylnicotinic acid (10.0 g, 64.5 mmol) was added a solution of HOBt (10.0 g, 74.0 mmol) in dry DMF (100 mL). EDC (11.0 g, 70.9 mmol) was added and the reaction mass was stirred overnight at room temperature. The resulting mixture was poured into cold water (600 mL). The precipitated solid was collected by filtration, washed with water, and dried in vacuum to obtain methyl 4-(2-fluoro-5-methylnicotinamido)benzoate (14.2 g).

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. 1042986-00-4, 2-Fluoro-5-methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Kim, In Jong; yu, Jianming; Panarese, Joseph; McGrath, Kevin; Negretti-Emmanuelli, Solymar; Blaisdell, Thomas P.; Shook, Brian C.; Or, Yat Sun; US2019/2479; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem