Day: April 19, 2022

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. 1198416-32-8, name is 2-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Computed Properties of C14H11BrN2O2S

A mixture of 209-3 (30 g, 0.085 mol), methanol (85OmL) and aqueous potassium hydroxide (5 mol/L, 100 mL) was heated under reflux overnight. The majority of the solvent was removed under vacuum, and the residue was partitioned between EtOAc and water. The organic layer was dried over anhydrous Na2SO4 and concentrated to give 209-4 (24 g, 80% yield) which was used without further purification. 1H NMR (400 MHz, DMSO): 6.550 (s, 1H); 7.039 (dd, J=5.2 Hz, J=3.2 Hz, 1H); 7.857 (dd, J=1.6 Hz, J=3.2 Hz, 1H); 8.155 (q, J=1.6 Hz, 1H); 12.418 (br, 1H)

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, 1198416-32-8, 2-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; INTERMUNE, INC.; US2009/318455; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 188057-20-7, 4-Iodopyridin-3-ol, 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, 188057-20-7, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Iodopyridin-3-ol

To a degassed solution of 3b (150 mg, 0.50 mmol) and a 1-halo, 2-hydroxy or thio-aryl compound (e.g., 4-iodo-3- pyridinol, 261 mg, 1.5 mmol) in DMF (5 ml) was added(with protection from light) triethylamine (0.28 ml, 2.0mmol), followed by Cul (38 mg, 0.2 mmol) and thentetrakis(triphenylphosphine)palladium (116 mg, 0.1 mmol). After sealing the reaction vessel with a rubber septum, the reaction mixture was heated in an oil bath at 40 C. for 18h. After concentrating, the methanol extract was filtered andthe filtrate chromatographed, using an elution gradient of CHCl/MeOH (95/5-90/10). Example 9 (X, YN, ZCl,R?NH2, R2, R3, R4, R7, R8H, R5, R6OH, R9CH2OH,24 mg) was recovered as yellow crystals after recrystallizing from MeOH. Analysis calculated for C,7H,8C1N504.0. 1 MeOH. 1.1 5i02: C, 44.70; H, 4.04; N, 15.24. Found: C, 44.72; H, 4.20; N, 15.24.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,188057-20-7, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme Corp.; Southern Research Institute; Arasappan, Ashok; Njoroge, F. George; Kwong, Cecil D.; Ananthan, Subramaniam; Bennett, Frank; Velazquez, Francisco; Girijavallabhan, Vinay M.; Huang, Yuhua; Kezar, III, Hollis S.; Maddry, Joseph A.; Reynolds, Robert C.; Roychowdhury, Abhijit; Fowler, Anita T.; Secrist, III, John A.; Kozlowski, Joseph A.; Shankar, Bandarpalle B.; Tong, Ling; Kim, Seong Heon; MacCoss, Malcolm; Venkatraman, Srikanth; Verma, Vishal; (798 pag.)US9433621; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 885588-17-0, Adding some certain compound to certain chemical reactions, such as: 885588-17-0, name is 5-Fluoro-2-methylisonicotinic 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 885588-17-0.

A mixture of 4-(6-(4-amino-4-methylpiperidin-l-yl)pyridin-3-yl)-6-(2-hydroxy-2- methylpropoxy)pyrazolo[l,5-a]pyridine-3-carbonitrile dihydrochloride (Intermediate P48; 50 mg, 0.10 mmol), HATU (90 mg, 0.238 mmol), 5-Fluoro-2-methylisonicotinic acid (18 mg, 0.12 mmol) in DMSO (793 muIota_/) was treated with DIEA (93 mu,, 0.535 mmol) and then stirred for 18 h at ambient temperature. The reaction mixture was diluted with EtOAc and washed with water. The organic extracts were washed with brine, then dried over anhydrous Na2S04(S), filtered and concentrated in vacuo. The reaction was purified directly by silica chromatography (1-10% MeOH in DCM as the gradient eluent) to cleanly provide the title compound (41.9 mg, 63.2% yield) MS (apci) m/z= 558.3 (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. 885588-17-0, 5-Fluoro-2-methylisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (2018); 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. 1064783-29-4, name is 5-Chloro-3-fluoro-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Chloro-3-fluoro-2-nitropyridine

To the solution of 229 (100 mg, 0.39 mmol) in dried THF (10mL) was added t-BuOK (44 mg, 0.39 mmol) . The mixture was stirred at room temperature for 10min, then was added 2-nitro-3-fluoro-5-chloropyridine (69 mg, 0.39 mmol) and continued to stirred at room temperature for 1h. The reaction was quenched with silica gel (1g) , and purified by column chromatography to give the desired product (153 mg, 95%) .

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, 1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); 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. 1086064-46-1, name is 6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine, molecular formula is C8H7BrN2, 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. Safety of 6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine

3-Chloroperbenzoic acid (77 wt%, 3.46 g, 15.4 mmol) was added to a stirred solution of 6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine (2.96 g, 14.0 mmol) in DCM (60 mL) at 0C. The reaction mixture was stirred at RT for 4 hours and then concentrated and purified by silica gel chromatography (7% MeOH/DCM) to give the title compound as a brown semi-solid, which was used without further purification (3.8 g). ESI-MS m/z [M+H]+ calc’d for C8H7BrN20, 227, 229; found 227, 229.

With the rapid development of chemical substances, we look forward to future research findings about 1086064-46-1.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHANG, Edcon; NOTZ, Wolfgang Reinhard Ludwig; WALLACE, Michael B.; WO2014/11568; (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 39856-58-1, name is 2-Bromopyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Bromopyridin-3-amine

1.22 ml 2-oxo-propionic acid, 0.26 g palladium acetate and 3.20 ml triethylamine were added to a solution of 1.00 g 2-bromo-pyridin-3-yl amine and 1.21 g triphenyl-phosphine in 10 ml N,N-dimethylformamide. The reaction mixture was stirred for 4 hours at 100C. After removal of the solvent under reduced pressure, the residue was purified by column chromatography on silica gel with dichloromethane/ methanol as eluent. Yield: 260 mg MS(ES+): m/e=163. 1H-NMR (400 MHz, DMSO/TMS): delta = 13.30 (s, 1H); 12.00 (s, 1H); 8.45 (d, 1H); 7.82 (d, 1H); 7.25 (dd, 1H); 7.14 (s, 1H)

With the rapid development of chemical substances, we look forward to future research findings about 39856-58-1.

Reference:
Patent; Aventis Pharma Deutschland GmbH; EP1479680; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1027785-19-8, 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 1027785-19-8 as follows.

B) To a suspension of compound A of Example 5 (1.9 g, 9.36 mmol) in toluene (20 mL) was added activated Mntheta2 (2.2 g, 25.6 mmol) and the mixture was heated to 80 0C with vigorous stirring. After 2 h, the mixture was cooled to RT and filtered. The filtrate was concentrated in vacuo to obtain 6-amino-5- bromonicotinaldehyde as a solid (1.8 g, 96%). LC/MS; (M+H)+ = 203, 201 (1: 1 ratio). 1H NMR (CD3OD, 300 MHz) delta 9.59 (s, IH), 8.34 (s, IH), 8.03 (s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1027785-19-8, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/60907; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 98353-08-3, 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. 98353-08-3, name is 5-Ethoxypicolinic acid. A new synthetic method of this compound is introduced below.

5-Ethoxypicolinic acid (53.6 mg, 320 muiotaetaomicron) was suspended in dichloromethane (5 mL), the suspension was cooled to 0-5C (ice bath) and oxalyl chloride (56.9 mg, 39.3 mu, 448 muiotaetaomicron) as well as dimethylformamide (0.308 M in toluene, 51.9 mu, 16 muiotaetaomicron) were added. The mixture was stirred for 2.5 h at room temperature. Then, it was concentrated in vacuo (40C, 5 mbar) and dried azeotropically by two cycles of addition of toluene (3 mL) followed by concentration in vacuo to afford 5-ethoxypicolinoyl chloride as purple oil (59 mg, quant.). After that, tert-butyl ((3aS,4R,8R)-4-(5-amino-2-fluorophenyl)-4,7,7-trimethyl-8-oxido-3,3a,4,7-tetrahydro-2H- isothiazolo[l,5-a][l,4]thiazin-6-yl)carbamate (Int-16ABp, 80 mg, 188 muiotaetaomicron) was dissolved in dichloromethane (5 mL), the solution cooled to 10C and N,N-diisopropylethylamine (36.5 mg, 49.4 mu, 283 muiotaetaomicron) was added, followed by a solution of 5-ethoxypicolinoyl chloride (vide supra, 47.5 mg, 256 muiotaetaomicron) in dichloromethane (4 mL). The reaction mixture was stirred for 15 min at 10C. Then, methanol (2 mL) was added, the mixture was stirred for 5 min at room temperature and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 24 g, eluting with 2 M ammonia in methanol / dichloromethane, gradient 1:99 to 3:97) to yield, after drying in vacuo (40C, 5 mbar), the title compound as a colorless viscous oil (95 mg, 88% yield). HPLC (method LCMS_fglm) tR = 1.36 min. MS (ES+) m/z 574.4 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98353-08-3, 5-Ethoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; VIFIAN, Walter; WOLTERING, Thomas; (89 pag.)WO2017/25491; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89466-17-1, Adding some certain compound to certain chemical reactions, such as: 89466-17-1, name is 6-Bromo-5-methylpyridin-2-amine,molecular formula is C6H7BrN2, 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 89466-17-1.

To a stirred solution of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (250 mg, 1.07 mmole) in 10 mL of CH2Cl2, was added 1-methyl imidazole (0.21 mL, 2.5 equiv.) at 0-5 C. under nitrogen atmosphere. The reaction mixture was stirred for 10 min at 0-5 C. and then added methane sulfonyl chloride (0.1 mL, 1.2 equiv) at the same temperature. It was stirred for 1 h at 0-5 C. Then 6-bromo-5-methylpyridin-2-amine (200 mg, 1 equiv) was added, and stirred for 18h at room temperature. Water (10 mL) was added to the reaction mixture, layers were separated and aqueous layer was extracted with DCM (3×10 mL). The combined organic layer was washed with 1N HCl (10 mL), followed by Sat NaHCO3 (10 mL) and then with brine (10 mL). Combined organic layer was dried over Na2SO4, concentrated and to obtain titled compound 404 mg (quantitative yield).

According to the analysis of related databases, 89466-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); 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. 2897-43-0, name is 2,6-Dichloro-3-nitropyridin-4-amine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2,6-Dichloro-3-nitropyridin-4-amine

6-Chloro-3-nitro-N2-(quinolin-6-ylmethyl)pyridine-2,4-diamine To a mixture of 2,6-dichloro-3-nitropyridin-4-amine (624 mg, 3 mmol) and quinolin-6-ylmethanamine (316 mg, 2 mmol) in CH3CN (10 mL) was added Et3N (0.5 mL). The reaction mixture was stirred at 80 C. for 1 h. After cooled to room temperature, the mixture was concentrated to afford the title compound (658 mg). MS (m/z): 330 (M+1)+.

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, 2897-43-0, 2,6-Dichloro-3-nitropyridin-4-amine.

Reference:
Patent; SU, Wei-Guo; JIA, Hong; DAI, Guangxiu; US2012/245178; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem