Category: 348640-06-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-06-2,4-Bromo-7-azaindole,as a common compound, the synthetic route is as follows.

A solution of 4-bromo-lH-pyrrolo[2,3-b]pyridine (LXXIV) (10 g, 50.8 mmol, 1.0 eq) in anhydrous THF (150 mL) was degassed (x 3) with a water pump, then cooled to 0C under Ar. NaH (60% in mineral oil) (2.436 g, 60.9 mmol, 1.2 eq) was added portion wise slowly under Ar. The reaction was stirred at 0C for 30 min. (2- (chloromethoxy)ethyl)trimethylsilane (10.15 g, 60.9 mmol, 1.2 eq) was added dropwise slowly. The reaction was stirred at room temperature for 2.5 h. The reaction mixture was added water (2 inL) then was concentrated in vacuo and water (50 inL) was added and extracted with EtOAc (x 3). The organic layer was washed with brine and dried over Na2S04. Flash chromatography (PE:ETOAc=10: 1) gave 4-bromo-l-((2-(trimethylsilyl)ethoxy)methyl)-lH-pyrrolo[2,3-b]pyridine (LXXXVII) as a yellow oil (14.38 g, 43.9 mmol, 86.6% yield). ESIMS found for Ci3Hi9BrN2OSi mlz 327.0 (M+H)., 348640-06-2

As the paragraph descriping shows that 348640-06-2 is playing an increasingly important role.

Reference£º
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (253 pag.)WO2017/23996; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

348640-06-2, 4-Bromo-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

As shown in Scheme 6,4-bromo-1H-pyrrolo[2,3-b]pyridine (1.01 g), 2-acetamidophenylboronic acid (1.63 g), Pd(PPh3)4 (0.345 mg), and 1M Na2CO3 (8 mL) were mixed in DME (20 mL) and heated at 95 C. overnight. The reaction was cooled and water (60 mL) added. Extraction with dichloromethane (3¡Á) and concentration of the combined organic extracts gave N-(2-(1H-pyrrolo[2,3-b]pyridin-4-yl)phenyl)acetamide (compound 1001), which was treated with concentrated hydrochloric acid (20 mL) and toluene (1 mL) and heated at 128 C. for 30 min. Evaporation of the volatiles gave a residue, to which saturated sodium bicarbonate was added. The resulting mixture was extracted with dichloromethane (3¡Á). Concentration of the organics and purification of the residue via silica gel chromatography (50 to 80% EtOAc/hexane) gave 2-(1H-pyrrolo[2,3-b]pyridin-4-yl)benzenamine (compound 1002, 1.07 g). To compound 1002 (14 mg) in methanol (1 mL) was added 4N HCl-dioxane (0.05 mL) and benzaldehyde (16 mg). The reaction mixture was capped and heated at 90 C. for 1 h. About 75% of the methanol was removed by evaporation, followed by the addition of ethyl ether (5 mL). The resulting solid was filtered and washed with ether (2¡Á) to yield compound 5 as the hydrochloride salt (22.5 mg)., 348640-06-2

As the paragraph descriping shows that 348640-06-2 is playing an increasingly important role.

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; US2010/81645; (2010); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

348640-06-2, 4-Bromo-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine A mixture of 4-bromo-1H-pyrrolo[2,3-b]pyridine (10.0 g, 51.0 mmol), Pin2B2 (15.5 g, 61.0 mmol), PdCl2(dppf) (2.0 g, 2.5 mmol) and KOAc (10.0 g, 102 mmol) in 1,4-dioxane (200 mL) was degassed with Ar for 5 minutes. The reaction mixture was heated to 80 C. and stirred for 16 h. The mixture was cooled to RT, filtered through CELITE and concentrated under reduced pressure. The residue was purified via silica gel chromatography (0-25% EtOAc in hexanes) to afford the title compound (3.8 g, 31% yield) as a white solid. MS (ES+) C13H17BN2O2 requires: 244, found: 245 [M+H]+., 348640-06-2

The synthetic route of 348640-06-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Board of Regents, The University of Texas System; DI FRANCESCO, Maria Emilia; JONES, Philip; CARROLL, Christopher Lawrence; CROSS, Jason Bryant; RAMASWAMY, Suyambu Kesava Vijayan; JOHNSON, Michael Garrett; LIVELY, Sarah; LAPOINTE, David; US2019/16713; (2019); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-06-2,4-Bromo-7-azaindole,as a common compound, the synthetic route is as follows.

c.HNO3 (0.93 mL) was added drop wise to a solution of a H2SO4 (0.64 mL) at 0 C. 4-Bromo-1H-pyrrolo[2,3-b]pyridine (2 g, 10.15 mmol) in c.H2SO4 (9 mL) was added slowly, keeping the temperature at 0 C. After addition the reaction was stirred for a further hour at 0 C. before pouring carefully onto rapidly stirring ice/H2O (100 mL). The suspension was stirred for 30 mins and then the solids separated via filtration. The filter cake was washed with copious amounts of H2O before drying in vacuo at 40 C., to afford the desired compound, 1.9 g, 77.3%

348640-06-2, As the paragraph descriping shows that 348640-06-2 is playing an increasingly important role.

Reference£º
Patent; Vernalis (R&D) Limited; Stokes, Stephen; Graham, Christopher John; Ray, Stuart Christopher; Stefaniak, Emma Jane; US2015/11533; (2015); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-06-2,4-Bromo-7-azaindole,as a common compound, the synthetic route is as follows.

j0695j To a solution of 4-bromo-1H-pyrrolo[2,3-bjpyridine (XCI) (5 g, 25.4 mmol, 1 eq.), DMAP (311 mg, 2.55 mmol, 0.1 eq.) and TEA (5.3 mL, 38 mmol, 3 eq.) in DCM (100 mL) was added Boc2O (7.2 mL, 31 mmol, 1.2 eq.) at 0C. The reaction was warmed to room temperature and stirred for 2 h. Water (100 mL) was added and extracted with DCM (x 2). Removal solvents gave tert-butyl 4-bromo-1H-pyrrolo[2,3-bjpyridine-1-carboxylate (XCII) as a colorless oil (6.95 g, 23.4 mmol, 92.1% yield). ?H NMR (CDC13, 400 MHz) ppm 1.60 (s, 9H), 6.50 (d, J=4Hz, 1H), 7.31 (d,J=5.2Hz, 1H), 7.63 (d,J=4Hz, 1H), 8.23 (d,J=5.2Hz, 1H); ESIMS found for C,2H,3BrN2O2 mlz 297.1 (M+H).

348640-06-2, The synthetic route of 348640-06-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (274 pag.)WO2017/24021; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-06-2,4-Bromo-7-azaindole,as a common compound, the synthetic route is as follows.

D23,4-dibromo-lH-pyrrolo[2,3-b]pyridineA mixture of 4-bromo- lH-pyrrolo[2,3-b]pyridine (1.00 g, 5.08 mmol) and NBS (0.918 g, 5.16 mmol) in DCM (20.0 mL) was stirred at 0 C for 1.5 hour. The resulting suspension was filtered, washed with DCM, residue collected, dried in a 50 C oven overnight to afford the title compound (1.014 g). LCMS (A): m/z (M+H)+ 277, C7H4Br2N2 requires 276 (basic)., 348640-06-2

As the paragraph descriping shows that 348640-06-2 is playing an increasingly important role.

Reference£º
Patent; GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews; WO2012/170752; (2012); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-06-2,4-Bromo-7-azaindole,as a common compound, the synthetic route is as follows.

348640-06-2, A solution of 4-bromo-1H-pyrrolo[2,3-b]pyridine (10.0 g, 0.0508 mol) in DMF (40 mL) was cooled under nitrogen to 0 C. Sodium hydride (3.0 g, 0.075 mol) was added portionwise. The reaction was stirred for 1 hour. To this mixture, [2-(trimethylsilyl)ethoxy]methyl chloride (10.8 mL, 0.061 mol) was added slowly. After being stirred at 0 C. for 1 hour, the reaction was quenched with water and extracted with EtOAc twice. The combined extracts were washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with 0-25% EtOAc/hexanes to afford 15.7 g (94.5%) of the desired product as a yellowish oil. LC/MS found: 327.1, 329.1 (M+H)+.

As the paragraph descriping shows that 348640-06-2 is playing an increasingly important role.

Reference£º
Patent; Huang, Taisheng; Xue, Chu-Biao; Wang, Anlai; Kong, Ling Quan; Ye, Hai Fen; Yao, Wenqing; Rodgers, James D.; Shepard, Stacey; Wang, Haisheng; Shao, Lixin; Li, Hui-Yin; Li, Qun; US2011/224190; (2011); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-06-2,4-Bromo-7-azaindole,as a common compound, the synthetic route is as follows.

To a solution of 4-bromo- l77-pyrrolo[2,3-b]pyridine (200 mg, 1.02 mmol) in DMF (3 mL) was added NaH (49 mg, 2.0 mmol, 60% in mineral oil) at 0 C. Then to the mixture was stirred at 0 C for 30 min. And then Mel (290 mg, 2.04 mmol) was added to the above mixture at 0 C, then the mixture was stirred at 25 C for 15.5 h. TLC showed the reaction was completed. The resulting mixture was concentrated under reduced pressure. The residue was poured into water (50 mL) and stirred at 0 C for 30 min. The aqueous phase was extracted with EtOAc (50 mL x3). The combined organic phase was washed with brine (50 mL), dried over Na2S04, filtered and concentrated in vacuum. The residue was purified by Combi Flash (10% EtOAc in pentane) to give 4-bromo- 1 -methyl- 1 //-pyrrolo| 2.3-b Ipyridine (180 mg, yield: 84%) as yellow oil. NMR (400 MHz, CDCb) d 3.89 (3H, s), 6.49 (1H, d, J= 3.6 Hz), 7.20-7.25 (1H, m), 7.26 (1H, d, J= 2.4 Hz), 8.13 (1H, d, J= 5.2 Hz)., 348640-06-2

The synthetic route of 348640-06-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; RAVI, Kannan Karukurichi; LINDSTROeM, Johan; PERSSON, Lars Boukharta; LIVENDAHL, Madeleine; VIKLUND, Jenny; GINMAN, Tobias; FORSBLOM, Rickard; RAHM, Fredrik; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (478 pag.)WO2019/126733; (2019); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles