Category: 1034667-22-5

Reference of 1034667-22-5, 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 1034667-22-5 as follows.

Formation of 3-bromo-5-fluoro-lH-pyrazolo[3,4-Z>] pyridine (4)To a mixture of 5-fluoro-lH-pyrazolo[3,4-0]pyridin-3-arnine, 3, (0.88 g, 5.79 mmol) in bromoform (8.8 mL) was added /eri-butyl nitrite (1.38 mL, 1 1.57 mmol). This mixture was heated to 61 C for 1 h and then heated to 90 C for an additional hour. The mixture was cooled to room temperature and bromoform was removed under reduced pressure. The resulting crude – residue was purified by silica gel chromatography (5-50% ethyl acetate/hexanes) to afford 970 mg of the desired product as a white solid: NMR (300 MHz, DMSO-i/6) delta 14.22 (s, 1 H), 8.67 (dd, J = 2.7, 1.9 Hz, 1 H), 8.07 (dd, J = 8.2, 2.7 Hz, 1 H); LCMS Gradient 10-90%, 0.1% formic acid, 5min, C18/ACN, Retention Time = 2.42 min (M+H) 216.1 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1034667-22-5, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARIFSON, Paul, S.; CLARK, Michael, P.; DAVIES, Ioana; GAO, Huai; KENNEDY, Joseph, M.; LEDEBOER, Mark, W.; MALTAIS, Francois; PEROLA, Emanuele; WO2012/83121; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1034667-22-5, 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 1034667-22-5, name is 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Formation of 3-bromo-5-fluoro-lH-pyrazolo[3,4-A]pyridine (4)To the miture of 5-fluoro-lH-pyrazolo[3,4-6]pyridin-3-amine, 3, (0.88 g, 5.79 mmol) in bromoform (8.8 mL) was added ter/-butyl nitrite ( 1.38 mL, 1 1.57 mmol). This mixture was heated to 61 C for 1 h and then heated to 90 C for an additional hour. The mixture was cooled to room temperature and bromoform was removed under reduced pressure. The resulting crude residue was purified by silica gel chromatography (5-50% ethyl acetate/hexanes) to afford 970 mg of the desired product as a white solid: NMR (300 MHz, DMSO) delta 14.22 (s, 1 H), 8.67 (dd, J = 2.7, 1.9 Hz, 1 H), 8.07 (dd, J = 8.2, 2.7 Hz, 1 H); LC/MS Gradient 10-90%, 0.1 % formic 5min, C 18/ACN, Retention Time = 2.42 min, (M+H) 216.1 1.

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 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARIFSON, Paul, S.; CLARK, Michael, P.; BANDARAGE, Upul, K.; DAVIES, Ioana; DUFFY, John, P.; GAO, Huai; FENG, Jun; LIANG, Jianglin; KENNEDY, Joseph, M.; LEDEBOER, Mark, W.; LEDFORD, Brian; MALTAIS, Francois; PEROLA, Emanuele; WO2012/83117; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1034667-22-5, 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 1034667-22-5, name is 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Reagents and conditions: (i) mCPBA, EtOAc; (ii) POCl3; (iii) PdPPh3) 2C12, Ba(OH)2, DME-H2O, 110 0C; (iv) 5-fluoro-lH- pyrazolo [3, 4-b] pyridin-3-amine, Pd(OAc)2, Xantphos, K2CO3, dioxane, 120 0C.[0054] Scheme III above shows a general synthetic route that is used for preparing the compounds III-5. Compounds of formula III-5 can be prepared from intermediate III-l. The formation of chloropyridine derivative III-2 is achieved by treating the corresponding pyridine III-l with m-CPBA in EtOAc followed by conversion of the corresponding N-oxide to the chloropyridine by treating it with POCl3. Intermediate III-2 is then reacted with the corresponding boronic acid derivative to yield compound III- 3 using Suzuki coupling conditions well known for those skilled in the art. This reaction is amenable to a variety of boronic acid derivatives. The pyridine III-3 is then converted in a chloropyridine derivative III-4 using the same two step procedures as used in step 1, m-CPBA oxidation followed by POCl3 treatment. Intermediate III-4 is then treated with 5-fluoro-lH- pyrazolo [3, 4-b] pyridin-3-amine in the presence of Pd as a catalyst to yield the final compound III-5.

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 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/18415; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-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, Quality Control of 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, blongs to pyridine-derivatives compound. Quality Control of 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine

Example 5A 5-Fluoro-3-iodo-1H-pyrazolo[3,4-b]pyridine [0592] 5-fluoro-1H-pyrazolo[3,4-b]pyridine-3-amine were initially charged in THF (329 ml), and the mixture was cooled to 0 C. 16.65 ml (131.46 mmol) of boron trifluoride diethyl ether complex were then added slowly. The reaction mixture was cooled further to -10 C. A solution of 10.01 g (85.45 mmol) of isopentyl nitrite in THF (24.39 ml) was then added slowly, and the mixture was stirred for a further 30 min. The mixture was diluted with cold diethyl ether (329 ml) and the resulting solid was isolated by filtration. The diazonium salt thus prepared was added a little at a time to a solution at 0 C. of 12.81 g (85.45 mmol) of sodium iodide in acetone (329 ml), and the mixture was stirred at RT for 30 min. The reaction mixture was poured into ice-water (1.8 l) and extracted twice with ethyl acetate (487 ml each time). The collected organic phases were washed with saturated aqueous sodium chloride solution (244 ml), dried, filtered and concentrated. This gave 12.1 g (86% pure, 60% of theory) of the desired compound as a brown solid. The crude product was converted without further purification. [0594] LC-MS (Method 1): Rt=1.68 min; MS (ESIpos): m/z=264 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Griebenow, Nils; Lang, Dieter; Wunder, Frank; US2014/228366; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-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, Recommanded Product: 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, blongs to pyridine-derivatives compound. Recommanded Product: 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine

Example 6A 5-Fluoro-3-iodo-1H-pyrazolo[3,4-b]pyridine 10 g (65.75 mmol) of 5-fluoro-1H-pyrazolo[3,4-b]pyridine-3-amine were initially charged in THF (329 ml), and the mixture was cooled to 0 C. 16.65 ml (131.46 mmol) of boron trifluoride/diethyl ether complex were then added slowly. The reaction mixture was cooled further to -10 C. A solution of 10.01 g (85.45 mmol) of isopentyl nitrite in THF (24.39 ml) was then added slowly, and the mixture was stirred for a further 30 min. The mixture was diluted with cold diethyl ether (329 ml) and the resulting solid was filtered off. The diazonium salt thus prepared was added a little at a time to a solution at 0 C. of 12.81 g (85.45 mmol) of sodium iodide in acetone (329 ml), and the mixture was stirred at RT for 30 min. The reaction mixture was poured onto ice-water (1.8 l) and extracted twice with ethyl acetate (487 ml each time). The collected organic phases were washed with saturated aqueous sodium chloride solution (244 ml), dried, filtered and concentrated. This gave 12.1 g (86% purity, 60% of theory) of the title compound as a solid. LC-MS (Method 2): Rt=1.68 min MS (ESIpos): m/z=264 (M+H)+

The synthetic route of 1034667-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Itasch, Johannes-Peter; Redlich, Gorden; Griebenow, Nils; Wunder, Frank; Li, Volkhart Min-Jian; Lang, Dieter; US2014/100229; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1034667-22-5, Adding some certain compound to certain chemical reactions, such as: 1034667-22-5, name is 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine,molecular formula is C6H5FN4, 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 1034667-22-5.

Reagents and conditions: (i) HCl, Et2O/MeOH, (ii) NH3, EtOH; (iii) Et3N, EtOH , reflux; (iv) POCl3, reflux; (v) 5-fluoro-lH- pyrazolo [3, 4-b] pyridin-3-amine, DIPEA, NaI, DMF, 1200C.[0052] Scheme I above shows a general synthetic route that is used for preparing the compounds 1-5. Compounds of formula 1-5 can be prepared from intermediate I-l. The formation of amidine 1-2 is achieved by treating nitrile derivative I-l with HCl in the presence of methanol and then treating the intermediate imidate with NH3 in ethanol. Intermediate 1-2 is then treated with the corresponding beta-ketoester via reflux in EtOH. The corresponding hydroxypyrimidine intermediate is treated with POCl3 to yield chloroderivative 1-4. This reaction is amenable to a variety of amidines (1-3) . The chloropyrimidine 1-4 is treated with 5-fluoro-lH-pyrazolo [3, 4-b] pyridin-3-amine in the presence of DIPEA and NaI to yield the final compound 1-5.

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. 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/18415; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem