Category: 757978-18-0

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. 757978-18-0, name is 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine

Into a 250 mL round bottomed flask were added 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine (8.00 g, 40.6 mmol) and 120 mL dry THF. The solution was cooled in an ice bath at 0 C and NaH (2.40 g, 60.0 mmol) was added in three portions. After 20 min, />-toluenesulfonyl chloride (8.70 g, 45.63 mmol) was added, and the reaction mixture was allowed to warm to rt over 30 min. The reaction mixture was concentrated and hexanes was added to obtain a precipitate, which was collected and washed with ice cold 2M NaOH. The crude product was recrystallized from EtOAc/hexanes to afford 17.8 g (92%) of the title compound as a light tan powder. 1H-NMR (500 MHz, ^6-DMSO) delta 8.49 (d, J=2.5 Hz, 1H), 8.21 (s, 1H), 7.99 (d, J=2.0 Hz , 1 H), 7.98(d, J=8.5 Hz , 2H), 7.42 (d, J=8.5 Hz, 2H), 2.32(s, 3H); MS: m/z 476.8/478.8 [MH+].

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Reference:
Patent; SGX PHARMACEUTICALS, INC.; WO2008/124849; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]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, 757978-18-0, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine

100 mL round bottom flaskIodo-1H-pyrrole [2,3-b] pyridine (M1) (100.0 mg, 3.1 mmol)20 mL of dichloromethane, triethylamine (930 mg, 9.2 mmol), DMAP (40 mg, 0.31 mmol),Benzenesulfonyl chloride (N1) (1100 mg, 6.2 mmol) was dissolved in 10 mL of dichloromethane under ice-cooling,Dropping funnel through the constant pressure drop into the solution, the drop is completed, stirring at room temperature 1h,TLC detection, no M1 remaining, washed 3 times, liquid separation, the organic phase anhydrous sodium sulfate drying,The solvent was removed by concentration and recrystallized from ethyl acetate (5 mL) to give a white solid which was dried to give 5-bromo-3-iodo-1- (phenylsulfonyl) -1H-pyrrole [2,3-b] pyridine (B8).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,757978-18-0, its application will become more common.

Reference:
Patent; Fudan University; Zhou, Yaming; Yang, Chengbin; Hong, Hui; Liu, Xiaofeng; Yang, Yongtai; Ling, Yun; Gu, Yu; Deng, Mingli; (38 pag.)CN106117181; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]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, Computed Properties of C7H4BrIN2, blongs to pyridine-derivatives compound. Computed Properties of C7H4BrIN2

To a 500 ml 3-neck flask, 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine (32 g, 99.1 mmol) and DMF (300 ml) were added. The solution was cooled to -40 C. under nitrogen and sodium hydride (2.8 g, 118.9 mmol) was added in 2 batches. The mixture was stirred at -40 C. for 1 hour. Then SEM-Cl (21 ml, 118.9 mmol) in DMF (50 ml) was added drop wise and the resulting mixture was allowed to stir at -40 C. for another 2 hours. The reaction was quenched with saturated NH4Cl (40 ml) and worked up with ethyl acetate, brine, dried with Na2SO4, concentrated to dryness. Silica chromatography of the crude using a gradient of ethyl acetate and hexane afforded 5-bromo-3-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine (32.8 g, 73% yield). NMR (500 MHz, DMSO-d6) delta 0.06 (s, 9H), 0.91 (m, 2H), 3.62 (m, 2H), 5.70 (s, 2H), 8.04 (m, 1H), 8.11 (s, 1H), 8.51 (m, 1H). MS: m/z 455.9 (M+H+).

The synthetic route of 757978-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SGX Pharmaceuticals, Inc.; US2008/261921; (2008); 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. 757978-18-0, name is 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H4BrIN2

Step 1: Synthesis of 5-bromo-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine 2.30 g (11.67 mmol) of 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine was dissolved in 90 ml of anhydrous THF under nitrogen. An excess of sodium hydride was added at room temperature and subsequently 3 ml of tri-iso-propylsilyl chloride were added. The reaction mixture was allowed to stir at ambient temperature for 4 h. The mixture was distributed between ethyl acetate and a saturated aqueous solution of ammonium chloride. The aqueous phase was extracted three times with ethyl acetate and the organic phases were combined, washed with brine, dried over sodium sulfate and evaporated. The crude material was purified by flash chromatorgraphy on silica gel using a gradient of ethyl acetate in hexanes to afford 3.493 g (7.235 mmol, 62% yield) of -bromo-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine as a crystalline solid. 1H-NMR (d6-DMSO): (58.34 (d, J=1.9 Hz, 1H), 7.88 (d, J=2.0 Hz, 1H), 7.72 (s, 1H), 1.86 (m, 3H), 1.05 (d, J=7.8 Hz, 18H).

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, 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; SGX Pharmaceuticals, Inc.; US2006/30583; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 757978-18-0 ,Some common heterocyclic compound, 757978-18-0, molecular formula is C7H4BrIN2, 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.

60% NaH in oil (150 mg, 3.74 mmol) was added to a solution of 5-bromo-3-iodo-lH- pyrrolo[2,3-b]pyridine (1.0 g, 3.12 mmol) in dry DMF (6 mL) at 00C. The reaction mixture was allowed to warm to rt over 1 h and cooled again to 0 0C. 2-(chloromethoxy)ethyl)trimethylsilane (661 uL, 3.74 mmol) was then added and the reaction was maintained for 1.5 h. The reaction was then quenched with water and the mixture was concentrated in vacuo. The resulting crude solid was dissolved in EtOAc (75 mL) and washed sequentially with water (2 X 25 mL), aqueous 2.0 M HCl (50 mL), water (25 mL), and then brine (50 mL). The solution was dried (Na2SO^ and concentrated to yield 1.48 g of 5-bromo-3-iodo-l-((2-(trimethylsilyl)ethoxy)methyl)-lH-pyrrolo[2,3,-delta]pyridine:LCMS (m/z): 455.0 (MH+), tR= 1.47 min .

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. 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2009/115572; (2009); A2;,
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. 757978-18-0, name is 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 757978-18-0

To a stirred solution of 5-bromo-3-iodo-lH-pyrrolo[2,3-Z?]pyridine (0.70 g, 2.2 mmol) in 15 mL of anhydrous THF cooled to 0C with an ice bath was added NaH [60% dispersion in mineral oil] (0.13 g, 3.3 mmol). The reaction mixture was stirred for 20 min at 0C, after which -toluenesulfonyl chloride (0.47 g, 2.4 mmol) was added. The resulting mixture was stirred at 0C for 1.5 hr, after which cold 0.5 M HCl (20 mL) was added. The mixture was partitioned between EtOAc and 0.5 M HCl, after which the organic layer was separated, dried over MgSC , filtered, and evaporated in vacuo to yield a residue that was triturated with 20% CH2CI2 in hexanes to yield the title compound (0.84 g, 81%) as a light yellow powder. XH NMR (DMSO-ift), 300MHz) delta 8.51 (d, J= 2.1 Hz, 1H), 8.22 (s, 1H), 8.02 (d, J= 1.2 Hz, 1 H), 8.00 (d, J= 5.1 Hz, 2H), 7.44 (dd, J= 8.7 Hz, 0.6 Hz, 2H), 2.35 (s, 3H); MS ESI (m/z): 477.0/479.0 (M+l)+, calc. 476.

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, 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem