Category: 117007-52-0

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. 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

i-PrMgCl (0.32 mL, 0.64 mmol) was added to 3-iodo-lH- pyrazolo[3,4-b]pyridine (3.1 mL, 0.61 mmol) in THF (3 mL) at O0C. After 10 minutes, another portion of i-PrMgCl (0.32 mL, 0.64 mmol) was added. After 10 minutes, neat cyclopropanecarbaldehyde (0.074 mL, 0.98 mmol) was added dropwise and stirred at O0C for 1 hour. The mixture was diluted with EtOAc (5 mL) and aqueous ammonium chloride, and extracted with EtOAc (2 X 5 mL). The resulting residue was purified via flash chromatography eluting with EtOAc to afford cyclopropyl(l H-pyrazolo [3, 4-b]pyridin-3- yl)methanol (0.052 g, 0.28 mmol, 44.9% yield).

The synthetic route of 117007-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; AHRENDT, Kateri A.; BUCKMELTER, Alexandre J.; DE MEESE, Jason; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen R.; LUNGHOFER, Paul; MORENO, David; NEWHOUSE, Brad; REN, Li; SEO, Jeongbeob; TIAN, Hongqi; WENGLOWSKY, Steven Mark; FENG, Bainian; GUNZNER, Janet; MALESKY, Kim; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; YOUNG, Wendy B.; WO2009/111279; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 117007-52-0, 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. 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine. A new synthetic method of this compound is introduced below.

Step 3: tert-butyl 3-iodo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate (49-4); A magnetically stirred suspension of 1.20 g (4.90 mmol) of 3-iodo-1H-pyrazolo[3,4-b]pyridine (49-3) in 35 mL of anhydrous acetonitrile under a nitrogen atmosphere was treated with 720 muL (5.15 mmol) of triethylamine, followed by 599 mg (4.90 mmol) of 4-dimethylaminopyridine. The resulting solution was treated approximately 2 minutes later with a solution of 1.29 g (5.88 mmol) of BOC anhydride in 5 mL of anhydrous acetonitrile, and the resulting solution stirred at room temperature for 72 hours. The crude reaction mixture was partitioned between ethyl acetate and water, and the organic layer was separated, washed with brine, and dried in vacuo (anhydrous MgSO4). The dried extract was filtered, and the filtrate concentrated in vacuo to give 2 g of the crude solid product. The product was purified by flash chromatography over silica gel with 20:1 hexanes/EtoAc (crude material dissolved in chloroform, impregnated on silica, and the silica applied to the top of the column) to give the desired product as a white solid. M+=245 (M-100, loss of BOC). 1H NMR (CDCl3): 1.73(s, 9H), 7.36(dq, 1H), 7.84(dd,1H), 7.78(dd,1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,117007-52-0, 3-Iodo-1H-pyrazolo[3,4-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Saggar, Sandeep A.; Sisko, John T.; Tucker, Thomas J.; Tynebor, Robert M.; Su, Dai-Shi; Anthony, Neville J.; US2007/21442; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 117007-52-0, 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. 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine. A new synthetic method of this compound is introduced below.

Step 3: tert-butyl 3-iodo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate (49-4); A magnetically stirred suspension of 1.20 g (4.90 mmol) of 3-iodo-1H-pyrazolo[3,4-b]pyridine (49-3) in 35 mL of anhydrous acetonitrile under a nitrogen atmosphere was treated with 720 muL (5.15 mmol) of triethylamine, followed by 599 mg (4.90 mmol) of 4-dimethylaminopyridine. The resulting solution was treated approximately 2 minutes later with a solution of 1.29 g (5.88 mmol) of BOC anhydride in 5 mL of anhydrous acetonitrile, and the resulting solution stirred at room temperature for 72 hours. The crude reaction mixture was partitioned between ethyl acetate and water, and the organic layer was separated, washed with brine, and dried in vacuo (anhydrous MgSO4). The dried extract was filtered, and the filtrate concentrated in vacuo to give 2 g of the crude solid product. The product was purified by flash chromatography over silica gel with 20:1 hexanes/EtoAc (crude material dissolved in chloroform, impregnated on silica, and the silica applied to the top of the column) to give the desired product as a white solid. M+=245 (M-100, loss of BOC). 1H NMR (CDCl3): 1.73(s, 9H), 7.36(dq, 1H), 7.84(dd,1H), 7.78(dd,1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,117007-52-0, 3-Iodo-1H-pyrazolo[3,4-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Saggar, Sandeep A.; Sisko, John T.; Tucker, Thomas J.; Tynebor, Robert M.; Su, Dai-Shi; Anthony, Neville J.; US2007/21442; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 117007-52-0 , The common heterocyclic compound, 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine, molecular formula is C6H4IN3, 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.

Compound (M-2) was dissolved in THF (8.4 mL)TEA (234 muL, 1.68 mmol),(Boc) 2 O (289 muL, 1.26 mmol) and DMAP(10.3 mg, 0.0839 mmol) were sequentially added,And the mixture was stirred at room temperature for 1 hour.Water was added to the reaction solution, and the mixture was extracted with ethyl acetate.The organic layer was washed with water,And then washed successively with saturated brine,After drying with anhydrous sodium sulfate, filtration was carried out.After distilling off the solvent under reduced pressure,The residue was purified by silica gel column chromatography (n-hexane: ethyl acetate)Compound (VII-10)(Yield 151 mg, Yield 52%)As a white solid.

The synthetic route of 117007-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; Watanabe, Atsushi; Sato, Yuki; ogura, Keiji Tamada; Tatsumi, Yoshiyuki; (283 pag.)JP2018/145180; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 117007-52-0 , The common heterocyclic compound, 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine, molecular formula is C6H4IN3, 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.

General procedure: 3-Iodo-1H-indazole (S1, 5.00 g, 19.5 mmol) was placed in a round-bottom flask and dissolved in tetrahydrofuran (100 mL). 4-Dimethylaminopyridine (0.24 g, 1.9 mmol, 0.1 equiv) was then added, followed by di-tert-butyl dicarbonate (5.4 mL, 24 mmol, 1.2 equiv). Triethylamine (5.4 mL, 39 mmol, 2.0 equiv) was slowly added to the clear, brown solution by syringe. The resulting solution was stirred at room temperature until it was complete as determined by TLC. The reaction was then diluted with water (75 mL) and ethyl acetate (50 mL). After separating the layers, the aqueous phase was extracted with additional ethyl acetate (3 × 50 mL). The combined organic layers were washed with brine (100 mL), then shaken over magnesium sulfate, filtered, and concentrated under reduced pressure to give the crude product. This material was purified by column chromatography over silica gel (hexanes/ethyl acetate: 100/0 to 90/10) to give the title compound as an orange solid (6.20 g, 93%).

The synthetic route of 117007-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Youngsaye, Willmen; Hartland, Cathy L.; Morgan, Barbara J.; Ting, Amal; Nag, Partha P.; Vincent, Benjamin; Mosher, Carrie A.; Bittker, Joshua A.; Dandapani, Sivaraman; Palmer, Michelle; Whitesell, Luke; Lindquist, Susan; Schreiber, Stuart L.; Munoz, Benito; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1501 – 1507;,
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. 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine. A new synthetic method of this compound is introduced below., name: 3-Iodo-1H-pyrazolo[3,4-b]pyridine

Add 400 g (1.63 mol, 1.0 eq) of 3-iodo-1H-pyrazolo[3,4-b]pyridine, 369 g (1.96 mol, 1.2 eq) of o-fluorobenzyl bromide and 450 g (3.27 mol, 1.5 eq) of K2CO3 dissolved in 4L of DMF into a 5L 4-neck flask and react for 10 h at room temperature. Pour the reaction solution into water after thorough reaction as monitored by TLC, stir it to appear a plenty of grey solid, filter and recrystallize PE: EA=5:1 to obtain 411 g of light yellow solid. The yield is 71.16%. [0025] 11 H NMR (400 MHz, CDCl3) delta (ppm): 8.62 (d, 1H), 7.85 (d, 1H), 7.27 (dd, 1H), 7.11 (dd, 1H); 6.96-7.08 m, 3H), 5.82 (s, 2H).

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, 117007-52-0, 3-Iodo-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; Pharmablock (Nanjing) R&D Co., Ltd.; Li, Jin; Yang, Xiaoyu; Zhu, Jingwei; Yang, Minmin; Wu, Xihan; US2014/309425; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 117007-52-0, 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 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Under an argon atmosphere, 10 g (40.81 mmol) of 3-iodo-1H-pyrazolo[3,4-b]pyridine (WO 2006/130673, Ex. 4b) and 14.63 g (44.89 mmol) of caesium carbonate were initially charged in 170 ml of N,N-dimethylformamide, and 12.3 g (44.89 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane, dissolved in 30 ml of N,N-dimethylformamide, were added. The mixture was stirred at room temperature for 2 days. Another 14.63 g (44.89 mmol) of caesium carbonate and 12.3 g (44.89 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane were then added. The mixture was stirred at room temperature over the weekend, and another 3.49 g (12.72 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane and 4.14 g (12.72 mmol) of caesium carbonate were added. After a further night at room temperature, 5 g (18.25 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane and 5.95 g (18.25 mmol) of caesium carbonate were added. After 6 days of stirring at room temperature, the mixture was heated at 70 C. for 2 days. The mixture was then cooled and filtered and the residue was washed with N,N-dimethylformamide. The filtrate was concentrated and purified by preparative HPLC (gradient 0.1% formic acid in water/60-90% methanol. This gave 5.48 g (34% of theory) of the title compound. LC-MS (Method 1): Rt=1.23 min; MS (ESIpos): m/z=392 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta [ppm]=2.85-3.02 (m, 2H), 4.81 (t, 2H), 7.33 (dd, 1H), 7.98 (dd, 1H), 8.65 (dd, 1H).

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 117007-52-0, 3-Iodo-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Griebenow, Nils; Lang, Dieter; Wunder, Frank; Huebsch, Walter; Vakalopoulos, Alexandros; Tersteegen, Adrian; US2014/357637; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem