Tag: M.W:100-200

Synthetic Route of 667932-24-3 , The common heterocyclic compound, 667932-24-3, name is 2-Ethynylpyridin-4-amine, molecular formula is C7H6N2, 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 of 3- (2-methoxy-6-trifluoromethylphenyl)-5- (4-aminopyridyl) isoxazole To a solution of [N-HYDROXY- (2-METHOXY-6-TRIFLUOROMETHYLBENZENE)] carboximidoyl chloride (lg, 3. [94MMOL)] and 4-amino-2-ethynylpyridine (310mg, 2. [63MMOL)] in THF was added triethylamine [(550ML,] 3.94mmol). The reaction mixture was stirred at room temperature for one hour and then refluxed for three hours. The mixture was cooled to room temperature, ethyl acetate and water were added. The organic layer was separated, dried over sodium sulfate, filtered and concentrated in vacuo to yield the crude product. The final product [3- (2-METHOXY-6-TRIFLUOROMETHYLPHENYL)-5- (4-AMINOPYRIDYL)] isoxazole (609mg) was obtained by purification with flash chromatography with hexanes: ethyl acetate (4: 1).

The synthetic route of 667932-24-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2004/18463; (2004); 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. 56673-34-8, name is 3-Bromo-6-mercaptopyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 3-Bromo-6-mercaptopyridine

B8. 5-Bromo-pyridine-2-sulfonyl chloride; 2.0 g of 5-bromo-pyridine-2-thiol (compound C2) are dissolved in 40 ml of carbon tetrachloride and 8 ml of water. Subsequently, the suspension is cooled in an ice bath and chlorine gas is passed into the reaction mixture for 20 min (flow: 35 ml/min). Thereafter, nitrogen is passed into the yellow solution to remove excess chlorine. Subsequently, the mixture is diluted with 150 ml of dichloromethane and extracted with 50 ml of brine. The organic layer is separated, dried using Na2SO4, filtered with suction, and evaporated to dryness to afford 2.70 g of the title compound as light yellow needles. M. p. 8O0C. GC-MS: 254.8/256.8/258.8 (77:100:25; M+). TLC: Rf = 0.84 (dichloromethane/ethanol 20:1 parts by volume).

The synthetic route of 56673-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALTANA Pharma AG; WO2007/39578; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 874-10-2, 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.874-10-2, name is 8-Methylimidazo[1,2-a]pyridine, molecular formula is C8H8N2, molecular weight is 132.16, as common compound, the synthetic route is as follows.

General procedure: imidazo[1,2-a]pyridine 1a (118mg, 1 mmol), benzene ( 2a, 1 mL), Pd(OAc)2 (5 mol%), Ag2CO3(5 mol%) and PivOH (1.2 eq) were stirred in DMF (2 mL) at 130 C equipped with oxygen bag for 20 h. After completion of the reaction (monitored by TLC),the water (10mL) was added. The aqueous solution was extracted with ethyl acetate (3×15 mL) and the combined extract was dried with anhydrous MgSO4.The solvent was removed and the crude product was separated by column chromatography (eluted with petroleum ether : ethyl acetate=21) to give a pure sample of 3a (Yellowoil, 144 mg, yield 74%).

Statistics shows that 874-10-2 is playing an increasingly important role. we look forward to future research findings about 8-Methylimidazo[1,2-a]pyridine.

Reference:
Article; Wang, Shaohua; Liu, Wenjie; Cen, Jinghe; Liao, Jinqiang; Huang, Jianping; Zhan, Haiying; Tetrahedron Letters; vol. 55; 9; (2014); p. 1589 – 1592;,
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. 4214-74-8, name is 3,5-Dichloropyridin-2-amine. A new synthetic method of this compound is introduced below., name: 3,5-Dichloropyridin-2-amine

Example 605-Cyano-furan-2-carboxylic acid[4-methyl-5′-(4-methyl-piperazin-l-yl)-3,4,5,6- tetrahydro-2H-[l,3′]hipyridinyl-2 ‘-yl]-amide a) 3,5-dicholoro-2-nitro pyridine; 2-Amino-3,5-dichloropyridine (193 mg, 1.00 mmol) was dissolved in cone H2SO4 (5 mL) and K2S2O8 (1.3 g, 5.0 mmol) was added portionwise. The resulting mixture was stirred at RT overnight and poured onto crushed ice and neutralized with’satd aq NaHCO3. EPO The product was extracted with CH2Cl2 (3×20 mL), dried (Na2SO4) and concentrated in vacuo to obtain the title compound (123 mg, 63.7%). 1H-NMR (CDCl3; 400 MHz): delta 8.40 (d, IH , J= 2.1 Hz), 8.05 (d, IH, J= 2.1 Hz).

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, 4214-74-8, 3,5-Dichloropyridin-2-amine.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2006/47504; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 874-10-2, 8-Methylimidazo[1,2-a]pyridine, 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, Quality Control of 8-Methylimidazo[1,2-a]pyridine, blongs to pyridine-derivatives compound. Quality Control of 8-Methylimidazo[1,2-a]pyridine

1 g of 8-methylimidazo[1,2-a]pyridine [3-1] was dissolved in 20 mL of 1-butanol, and a catalytic amount of Raney nickel of was added thereto. The mixture was stirred under a hydrogen atmosphere (5 atmospheric pressure) at 65C for 4 days. After cooling the reaction mixture back to room temperature, the insolubles were filtered through celite, and washed with methanol. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography, to obtain 823.3 mg of 8-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine [46-1].

The synthetic route of 874-10-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1790650; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1146970-26-4, 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. 1146970-26-4, name is 5-Chloro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H7ClN2, 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.

(6) The 5-chloro-7-azaindoline obtained in step (5), manganese dioxide was added to toluene, 5-chloro-7-azaindoline,Manganese dioxide, toluene weight ratio of 17:45:80, heated to 60 C and refluxed for 3 hours, cooled to room temperature after the product was filtered,The filter cake was washed three times with trichloromethane. The combined filtrates were evaporated to dryness and recrystallized from methyl acetate to give 5-chloro-7-azaindole.

According to the analysis of related databases, 1146970-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ye Fang; (10 pag.)CN106279156; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1012084-53-5, 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. 1012084-53-5, name is 5-Bromo-2-fluoropyridin-3-ol, molecular formula is C5H3BrFNO, 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 stirred suspension of 5-bromo-2-fluoropyridin-3-ol (7.77 g, 40.47 mmol) and potassium carbonate (8.39 g, 60.71 mmol) in acetonitrile (75 mL) was added iodoethane (6.63 g, 42.50 mmol). The resulting mixture was heated to reflux. After 16 h, the tanmixture was allowed to cool to room temperature and was diluted with water (250 mL). The mixture was extracted with diethyl ether (2 x 75 mL). The combined organic phases were dried over magnesium sulfate, filtered, and concentrated to provide 8.31 g (93%) of 5-bromo- 3-ethoxy-2-fluoropyridine as a tan solid.

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 1012084-53-5, 5-Bromo-2-fluoropyridin-3-ol.

Reference:
Patent; GENZYME CORPORATION; KANE, John, L., Jr.; BARBERIS, Claude; CZEKAJ, Mark; ERDMAN, Paul; GIESE, Barret; KOTHE, Michael; LE, Tieu-binh; LIU, Jinyu; MA, Liang; METZ, Markus; PATEL, Vinod; SCHOLTE, Andrew; SHUM, Patrick; WEI, Limli; (408 pag.)WO2017/15267; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52605-96-6 ,Some common heterocyclic compound, 52605-96-6, molecular formula is C6H6ClNO, 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.

2-Chloro-3-methoxypyridine (1.22 g, 8.46 mmol) was dissolved in hydrazine hydrate (1 : 1) (10 ml) and stirred at reflux for 4 h. The reaction mixture was cooled to room temperature and evaporated. The residue was retaken in 10% methanol in chloroform and washed with an aqueous potassium carbonate solution. The aqueous phase was extracted with 10% methanol in chloroform . The combined organic layers were dried over magnesium sulfate and evaporated affording 781 mg (59% of th.) of the title compound. LC-MS (Method 6): Rt = 0.76 min; MS (ESIpos): m/z = 140 [M+H]+-NMR (400 MHz, DMSO-d6) delta [ppm] : 7.65 (dd, 1H), 7.09-6.87 (m, 2H), 6.56 (dd, 1H), 4.37- 3.85 (br. s, 2H), 3.76 (s, 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. 52605-96-6, 2-Chloro-3-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (131 pag.)WO2019/81306; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.72141-44-7, name is 4-Chloro-2-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.5709, as common compound, the synthetic route is as follows.Application In Synthesis of 4-Chloro-2-methoxypyridine

Example A14 A solution of 4-amino-3-fluorophenol (0.20 g, 1.6 mmol) in 4 mL of anhydrous DMA was treated with potassium tert-butoxide (0.24 g, 1.9 mmol). The resultant dark-red solution was stirred at RT for 1 hour in a capped vial. 4-Chloro-2-methoxypyridine (0.26 g, 1.6 mmol) was added and the reaction mixture was heated overnight at 100 C. Water (50 mL) was added and the solution was extracted with ethyl acetate (3*50 mL). The combined organic layers were washed with brine, dried (Na2SO4), concentrated in vacuo and purified by silica gel column chromatography to obtain 2-fluoro-4-(2-methoxypyridin-4-yloxy)benzenamine (0.20 g, 58% yield). 1H NMR (400 MHz, DMSO-d6) delta 8.02 (d, J=6.0 Hz, 1H), 6.95 (dd, J=2.8, 12.0 Hz, 1H), 6.82 (dd, J=8.4, 8.8 Hz, 1H), 6.73 (dd, J=2.0, 8.4 Hz, 1H), 6.54 (dd, J=2.4, 6.0 Hz, 1H), 6.10 (d, J=2.4 Hz, 1H), 5.17 (s, 1H), 3.81 (s, 3H); MS (ESI) m/z: 235.0 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72141-44-7, 4-Chloro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; US2008/90856; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 139585-48-1, 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. 139585-48-1, name is 2-Chloro-5-methoxypyridine. A new synthetic method of this compound is introduced below.

To a 10 mL microwave tube was added sodium tert-butoxide (0.105 mL, 0.856 mmol), [dicyclohexyl(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine]2-(2-aminoethyl)phenyl)palladium(II) chloride (15.54 mg, 0.019 mmol), 2-chloro-5-methoxy-pyridine (61.5 mg, 0.428 mmol), 1-(trans-3-aminocyclobutyl)-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (intermediate 26, 90 mg, 0.389 mmol) and dry dioxane (1 mL) and it was sealed under argon. The mixture was stirred at 110 C. for 2 hours. The vial was opened and the reaction mixture evaporated to dryness under reduced pressure. Purification using reverse phase HPLC gave 1-(trans-3-(bis(5-methoxypyridin-2-yl)amino)cyclobutyl)-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (62 mg, 0.139 mmol, 35% yield). M+1: 446.1. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.35 (s, 6H) 2.47-2.61 (m, 2H) 3.20-3.33 (m, 2H) 3.83 (s, 6H) 4.97-5.14 (m, 1H) 5.20-5.33 (m, 1H) 6.83 (d, J=8.77 Hz, 2H) 6.92 (dd, j=7.16, 5.26 Hz, 1H) 7.17 (dd, J=8.84, 3.14 Hz, 2H) 7.39 (dd, J=7.16, 1.61 Hz, 1H) 8.10 (d, J=2.92 Hz, 2H) 8.17 (dd, J=5.26, 1.61 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,139585-48-1, 2-Chloro-5-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem