New explortion of 7-Bromoindole

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Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 51417-51-7, molcular formula is C8H6BrN, introducing its new discovery. SDS of cas: 51417-51-7

Visible-light-induced C(sp3)-H activation for a C-C bond forming reaction of 3,4-dihydroquinoxalin-2(1: H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions

A convenient photocatalyzed oxidative coupling reaction of 4-alkyl-3,4-dihydroquinoxalin-2(1H)-one and its derivatives with a variety of nucleophiles was developed with a ruthenium photoredox catalyst and oxygen under a household compact fluorescent light. With a slower reaction rate, the cross coupling transformation can be achieved in the absence of an external photocatalyst with a similar isolated yield. An application to the synthesis of natural product cephalandole A was also demonstrated.

One of the oldest and most widely used commercial enzyme inhibitors is aspirin, SDS of cas: 51417-51-7, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 51417-51-7

Reference£º
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

Archives for Chemistry Experiments of 7-Bromoindole

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Application of 51417-51-7, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.51417-51-7, Name is 7-Bromoindole, molecular formula is C8H6BrN. In a Article£¬once mentioned of 51417-51-7

Direct N- sec -Alkylation of Amides by Reaction of alpha-Halohydroxamates and Sulfonylindoles: An Approach to 3-Indolyl Methanamines

A catalyst-free, base-mediated N- sec -alkylation of amides by reaction of sulfonylindoles and alpha-halohydroxamates has been developed. The N- sec -alkylation of amides reaction is based on an intermolecular nucleophilic addition of vinylogous imine with N -(benzyl-oxy)meth-acrylamide/azaoxyallyl cations formed in situ and represents a simple way to give polyfunctionalized 3-indolyl methanamines in good to excellent yields.

One of the oldest and most widely used commercial enzyme inhibitors is aspirin, Application of 51417-51-7, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 51417-51-7

Reference£º
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

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51417-51-7, 7-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51417-51-7

A solution of 7-bromoindole (10.0 g, 51.0 mmol), di-tert-butyl dicarbonate (12.2 g, 56.1 mmol) and DMAP (623 mg, 5.1 mmol) in acetonitrile (100 mL) was stirred at room temperature for 72 h. The reaction mixture was concentrated under reduced pressure, diluted with EtOAc (500 mL), washed with water (300 mL) and brine (2X300 mL). The phases were separated and dried over Na2SO4, concentrated under reduced pressure to afford the title compound (15.1 g, 51.0 mmol, 100% yield) as a yellowish oil.

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Reference£º
Patent; MARINEAU, Jason, J.; ZAHLER, Robert; CIBLAT, Stephane; WINTER, Dana, K.; KABRO, Anzhelika; ROY, Stephanie; SCHMIDT, Darby; CHUAQUI, Claudio; MALOJCIC, Goran; PIRAS, Henri; WHITMORE, Kenneth, Matthew; LUND, Kate-Iyn; SINKO, Bill; SPROTT, Kevin; (418 pag.)WO2018/13867; (2018); 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

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51417-51-7,7-Bromoindole,as a common compound, the synthetic route is as follows.

51417-51-7, General procedure: To a 10 mL flame-dried Schlenk tube equipped with a stirring bar, indole1 (0.2 mmol), alpha-amido-sulfone 2 (0.2 mmol), and K2S2O8 (108.1mg, 0.4 mmol) were added. Toluene (1.2 mL) was injected into thetube at r.t. After stirring for 48 h, the mixture was purified by silica gelchromatography to afford the desired product 3.

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Reference£º
Article; Wu, Xiaoyan; Xue, Lu; Luo, Shilong; Jia, Shiqi; Ao, Jun; Qin, Wenling; Synthesis; vol. 49; 22; (2017); p. 5017 – 5024;,
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

Brief introduction of 51417-51-7

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various fields.

51417-51-7,51417-51-7, 7-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Synthesis of 2(E)-methyl3-(1H-indol-7-yl)acrylate 7-Bromoindole (5.0 g, 25.5 mmol), methyl acrylate (4.6 ml, 51.1 mmol), triphenylphosphine (0.55 g, 2.10 mmol), N,N-diisopropylethylamine (5.8 ml, 42.3 mmol), and palladium (II) acetate (0.25 g, 1.11 mmol) were added to N,N-dimethylformamide (50 ml), and the mixture was stirred at 70 C. for 18 hours under a stream of nitrogen. After cooling to room temperature, methyl acrylate (4.6 ml, 51.1 mmol), triphenylphosphine (0.55 g, 2.10 mmol), and palladium (II) acetate (0.25 g, 1.11 mmol) were added to the reaction mixture, and the mixture was stirred at 75 C. for 47 hours under a stream of nitrogen. After cooling to room temperature, methyl acrylate (7.0 ml, 77.7 mmol), triphenylphosphine (0.88 g, 3.36 mmol), and palladium (II) acetate (0.40 g, 1.78 mmol) were added to the reaction mixture, and the mixture was stirred at 100 C. for 95 hours under a stream of nitrogen. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. To the obtained residue, a hexane/ethyl acetate mixed solution (1:1, 300 ml) was added, and the organic layer was washed with water. The obtained aqueous layer was subjected to extraction with a hexane/ethyl acetate (1:1) mixed solution, and the combined organic layer was washed with saturated saline. The obtained organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (eluent; hexane:ethyl acetate=6:1) to obtain 2 (E)-methyl 3-(1H-indol-7-yl)acrylate (3.46 g, 67%) as a pale yellow-brown solid. ESI-MS: m/z 202 [M+H]+. 1H-NMR (CDCl3) delta: 3.85 (3H, s), 6.52 (1H, d, J=16.0 Hz), 6.62 (1H, dd, J=2.9, 2.0 Hz), 7.16 (1H, t, J=7.6 Hz), 7.28 (1H, t, J=2.9 Hz), 7.43 (1H, d, J=7.6 Hz), 7.71 (1H, d, J=7.6 Hz), 8.04 (1H, d, J=16.0 Hz), 8.59 (1H, br s).

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ArQule, Inc.; US2012/165278; (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

Brief introduction of 51417-51-7

The synthetic route of 51417-51-7 has been constantly updated, and we look forward to future research findings.

51417-51-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51417-51-7,7-Bromoindole,as a common compound, the synthetic route is as follows.

General procedure: Under a nitrogen stream, 5-bromo-1H-indole (25g, 0.128mol), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane)(48.58g, 0.191mol), Pd (dppf) Cl2 (5.2g, 5mol), KOAc (37.55g, 0.383mol), and 1,4-dioxane (500ml) mixed, and the mixture was stirred for 12 hours at 130C .After completion of the reaction, and extracted with ethyl acetate, water was removed by MgSO4, column chromatography (hexane: EA = 10: 1 (v / v)) purified to at 5- (4,4,5,5-tetra to give methyl 1,3,2-dioxaborolan-2-yl)-lH-indole (22.32g, 72% yield).7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indolewas obtained by performing the same procedure as in ofPreparation Example 1, except that 7-bromo-1H-indole was used insteadof 5-bromo-1H-indole.

The synthetic route of 51417-51-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DOOSAN CORPORATION; PARK, HO CHEOL; BAE, HYUNG CHAN; EUM, MIN SIK; BEAK, YOUNG MI; LEE, CHANG JUN; SHIN, JIN YONG; KIM, TAE HYUNG; (163 pag.)JP2015/528445; (2015); A;,
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

Analyzing the synthesis route of 51417-51-7

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51417-51-7,7-Bromoindole,as a common compound, the synthetic route is as follows.

51417-51-7, To a solution of 7-bromoindole (1.9 g, 9.692 mmol) in dry DMF (20 mE) was added 60% NaH (581 mg, 14.5 mmol) at 00 C. The mixture was stirred at 00 C. for 30 mm. SEM-Cl (1.78 g, 10.7 mmol) was added at 00 C. The mixture was stirred at rt (15 C.) for 20 hrs. TEC (petroleum ether EtOAc=8: 1) showed most of SM was consumed and a good spot was formed. The mixture was poured into water (40 mE) and extracted with EtOAc (30 mEx3). The extract was washed with brine (30 mE), dried over Na2504 and concentrated in vacuo to afford crude (3 g). The crude was purified by silica gel chromatography eluted with EtOAc in petroleum ether from 0-10% to afford JJ-1 (2.3 g, 72.7%) as a colorless oil. HNMR showed about 10% of SM was remaining. ?H NMR (400 MHz, CDC13) oe ppm 7.56 (d, J=8.0 Hz, 1H), 7.40 (d, J=7.5 Hz, 1H), 7.19 (d, J=3.3 Hz, 1H), 7.01-6.95 (m, 1H), 6.53 (d, J=3.3 Hz, 1H), 5.88-5.83 (m, 2H), 3.55-3.46 (m, 2H),0.94-0.87 (m, 2H), -0.04–0.10 (m, 9H).

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; Tatlock, John Howard; McAlpine, Indrawan James; Tran-Dube, Michelle Bich; Rui, Eugene Yuanjin; Wythes, Martin James; Kumpf, Robert Arnold; McTigue, Michele Ann; (181 pag.)US2016/244475; (2016); 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

Downstream synthetic route of 51417-51-7

The synthetic route of 51417-51-7 has been constantly updated, and we look forward to future research findings.

51417-51-7, 7-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

51417-51-7, 7-Bromo-1H-indole (196 mg, 1.0 mmol, 1.0 equiv), NaOH (224 mg, 5.6 mmol, 5.6 equiv) and CH3I (284 mg, 2.0 mmol, 2.0 equiv) were stirred in THF (12.5 mL) at rt for 4 h. Work-up by filtration of salts and extraction (Et2O/H2O). Purification through a column chromatography [Rf=0.8 (10% ethyl acetate in hexane)] to afford 15 as a white solid (176 mg, 84%), mp: 52-54 C; IR (KBr): 3101, 3061, 2949, 2919, 1607, 1557, 1487, 1445, 1381, 1297, 1103, 918, 781, 711, 577 cm-1; 1H NMR (600 MHz, CDCl3): delta 7.54 (d, J=7.8 Hz, 1H), 7.35 (d, J=7.2 Hz, 1H), 7.00 (d, J=3.0 Hz, 1H), 6.92 (t, J=7.8 Hz, 1H), 6.47 (d, J=3.0 Hz, 1H), 4.17 (s, 3H); 13C NMR (150 MHz, CDCl3): delta 133.1, 131.7, 131.7, 126.5, 120.5, 120.3, 103.9, 101.2, 36.8; HRMS [(EI), M+]: 208.9839 (calcd for C9H8BrN 208.9840).

The synthetic route of 51417-51-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Fan-Chiang, Tai-Ting; Wang, Hung-Kai; Hsieh, Jen-Chieh; Tetrahedron; vol. 72; 36; (2016); p. 5640 – 5645;,
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

Simple exploration of 51417-51-7

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51417-51-7,7-Bromoindole,as a common compound, the synthetic route is as follows.

196 mg (1 mmol) of 7-bromoindole, 122.4 mg (1.2 mmol) of 5-hydroxy-2-pentanone and 25.6 mg (0.05 mmol) of tris(pentafluorophenyl)boron were added to a 10 mL reaction tube.Stir the reaction at 40 C and monitor by TLC until the sputum disappears.The reaction mixture was extracted with 3¡Á20 mL ethyl acetate.Combine the organic phase,Wash with saturated brine and dry over anhydrous sodium sulfate.Evaporation of the solvent ethyl acetate under reduced pressure and chromatography (ethyl ether: ethyl acetate = 20:1) to give 3-(tetrahydro-2-methyl-2-furanyl)-7-bromo 1H-indole The hydrazine product was 258 mg, yield: 92%.

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Huazhong University of Science and Technology; Wang Shijun; Xia Sang; Tang Xiangying; (18 pag.)CN109912579; (2019); A;,
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

Brief introduction of 51417-51-7

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various.

51417-51-7, 7-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Anaerobic conditions,Cooled to 0 C with ice brine,Anhydrous DMF (2.5 g, 34 mmol) was taken in a 100 mL round bottom flask,P0C13 (1.4 g, 8.5 mmol) was added dropwise slowly,After about 10 minutes,0 C to continue the reaction for 30 minutes,Then 7-bromoindole (1.lg, 5.7mmol) was dissolved in 10 mL of DMF and slowly added dropwise to the reaction flask,After about 30 minutes at 0 C,Slowly rose to room temperature,The reaction was carried out for 5 hours,After TLC detection reaction was complete,The first reaction solution was added with saturated NaC03 solution,Adjusted to PH alkaline,While a large number of white solids appear,filter,The filter cake was washed 3 times with 100 mL of water,Dried to a yield of 1.2 g,Yield 94%.

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Tianjin University of Science & Technology; YU, PENG; WANG, YIQIAN; JIA, HAIYONG; WEN, SHAOPENG; LYU, LEI; GUO, NA; HAN, KAILIN; CHU, JIE; WANG, TIANJIAO; (13 pag.)CN103864779; (2016); B;,
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