Category: indole-building-block

6146-52-7,6146-52-7, 5-Nitroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of indoles 1a-i (10mmol) in dry tetrahydrofuran (THF; 25mL), NaH (30mmol) was added. After the mixture was stirred 30min, CH3I (30mmol) in 5mL THF was added dropwise under 0C. The reaction mixture was stirred at room temperature for 12h in the dark. Then the reaction mixture was cooled to room temperature,diluted with 30mL saturated NH4Cl solution, and extracted with EtOAc (3¡Á30mL). The organic layer dried over anhydrous MgSO4 and concentrated in vacuo. The pure products 2a-i was obtained by column chromatography on silica gel (Petroleum ether/EtOAc=20:1) with yield of 90%-99%.

6146-52-7 5-Nitroindole 22523, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Xia, Qinqin; Bao, Xiaodong; Sun, Chuchu; Wu, Di; Rong, Xiaona; Liu, Zhiguo; Gu, Yugui; Zhou, Jianmin; Liang, Guang; European Journal of Medicinal Chemistry; vol. 160; (2018); p. 120 – 132;,
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.348640-11-9,1-Boc-3-Bromo-5-methoxyindole,as a common compound, the synthetic route is as follows.

Example 93A tert-butyl 5-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate To 1,1’bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.449 g, 0.55 mmol), potassium acetate (1.805 g, 18.39 mmol), and bis(pinacolato)diboron (2.57 g, 10.12 mmol) under an atmosphere of nitrogen was added methylsulfoxide (46.0 mL), followed by tert-butyl 3-bromo-5-methoxy-1H-indole-1-carboxylate (3.0 g, 9.20 mmol), and the reaction was stirred at 80 C. over night. The reaction was cooled to room temperature and quenched by the addition of water and dichloromethane. The layers were separated, and the aqueous layer was extracted with additional dichloromethane. The combined organics were dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give crude product. The residue was purified by flash chromatography on silica gel, eluting with hexanes, to give the title compound. MS DCI(+) m/z 374.1 [M+H]+.

348640-11-9, The synthetic route of 348640-11-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2011/281842; (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.1477-49-2,3-Indoleglyoxylic Acid,as a common compound, the synthetic route is as follows.

General procedure: 1 equiv of arylglyoxylic acid 12a was dissolved in 2 ml NMP and 1.1 equiv of CDI were added. The mixture was stirredat rt for 1 h followed by addition of 1 equiv of a-ketoamine12b. After stirring at rt over night water was added slowly to precipitate diketoamide 12c which was filtered off and washed with methanol and diethylether. Alternatively, the diketoamide was extracted by ethylacetate and purified by Flash chromatography.

1477-49-2, 1477-49-2 3-Indoleglyoxylic Acid 73863, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Johannes, Eugen; Horbert, Rebecca; Schlosser, Joachim; Schmidt, Dorian; Peifer, Christian; Tetrahedron Letters; vol. 54; 31; (2013); p. 4067 – 4072;,
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

259860-08-7, 6-Bromo-5-fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 6-bromo-5- fluoro-lH-indole (890 mg, 4.16 mmol) in dry THF (15 mL) under N2 at 0C was added NaH (500 mg, 60% wt, 12.5 mmol). The mixture was stirred for 0.5 hr at 20C, followed by addition of 2,4,6- trimethylbenzenesulfonyl chloride (1.09 g, 5.0 mmol) in portions. The resulting mixture was stirred for 0.5 hr at 20C then quenched with water (50 mL) and extracted with EtOAc. The organic layer was separated, washed with brine (100 mL), dried over anhydrous Na2SC>4, and concentrated under reduced pressure. The residue was purified by flash column chromatography to give the desired product (1.5 g, 82% yield) as white solid. LC-MS: m/z 396 (M+H)+., 259860-08-7

As the paragraph descriping shows that 259860-08-7 is playing an increasingly important role.

Reference£º
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.288385-88-6,4-Fluoro-5-hydroxy-2-methylindole,as a common compound, the synthetic route is as follows.

(5) 4-Chloro-6-methoxy-7-[3-(pyrrolidin-1-yl)propoxy]quinazoline 7 (37.78 g) obtained in step (4)7.12mol)An organic solvent, N,N-dimethylformamide (DMF) (250 ml), was added to the reaction vessel.After stirring,The catalyst potassium carbonate is added under heating in a water bath.5-Hydroxy-4-fluoro-2-methyl oxime 8 (30 g, 6.57 mol),Slowly increasing the temperature for the condensation reaction,After the end of the reaction, cool down to below 10C by cooling with an ice water bath.Slowly instill pure water and stir until the turbidity is suspended.After separation of the organic phase, the extract was extracted with an extraction agent isopropyl ether (240 ml) into the aqueous layer.After the phases are combined with the extracted organic phase, they are washed with pure water for four times, and finally the isopropyl ether of the extractant is recovered under reduced pressure to obtain 4-(4-Fluoro-).2-methylindol-5-yloxy)-6-methoxy-7-[3-(pyrrolidin-1-yl)propoxy]quinazoline 9 (55.2 g,9.6 mol)., 288385-88-6

The synthetic route of 288385-88-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dong Dandan; (9 pag.)CN107935998; (2018); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914348-94-0,tert-Butyl 3-formyl-5-methyl-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

914348-94-0, General procedure: To the stirred mixture of substituted indole (8(aec), 0.50 g,2.0 mmol) and substituted isoxazole amine (5(aee), 0.35 g,2.0 mmol) in methanol (5.0 ml) was added 4 A molecular sieves(0.50 g) and catalytic amount of acetic acid. The above reactionmixture was allowed to stir for 1 h at room temperature. followedby the portion wise addition of sodium cyanoborohydride (0.32 g,5.0 mmol) was added portionwise at room temperature and thereaction mixture was allowed to stir for 16 h. Solvent was removed under reduced pressure and then diluted with dichloromethane,which was washed with 10% sodium bicarbonate solution. Theobtained DCM layer was dried over sodium sulphate and distilledunder vacuum to obtain crude 9(aeo), which was further purifiedby column chromatography using ethyl acetate and hexane mixture(80:20) to obtain pure compounds in 80% yield.

The synthetic route of 914348-94-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pedada, Srinivasa Rao; Yarla, Nagendra Sastry; Tambade, Pawan J.; Dhananjaya, Bhadrapura Lakkappa; Bishayee, Anupam; Arunasree, Kalle M.; Philip, Gundala Harold; Dharmapuri, Gangappa; Aliev, Gjumrach; Putta, Swathi; Rangaiah, Gururaja; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 289 – 297;,
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

885520-59-2, 6-Bromo-4-fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885520-59-2, To a solution of 6-bromo-4-fluoro-lH-indole (500 mg, 2.34 mmol), 1-methyl-4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-IH-pyrazole (0.63 g, 3.04 mmol) and K2C03 (0.97g.7.01 mmol) in dioxane/H20 (10.0 mL, 4: 1) was added j1,1?- bis(diphenylphosphino)ferrocenejdichloropalladium(II) (171 mg, 0.24 mmol). The mixture was heated to 120 C for 12 h under a nitrogen atmosphere. After cooling the reaction to room temperature, water (10 mL) was added and the mixture was extracted with EtOAc (10 mL x 3). The combined organic layers were washed with sat. aq. NaHCO3 (10 mL x 3), driedover anhydrous Na2SO4, filtered and concentrated in vacuo. The emde residue was purified by silica gel chromatography (petroleum ether / EtOAc = 3 : 1) to give the title compound (0.33 g, 66%) as a light yellow solid.

The synthetic route of 885520-59-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (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

81224-16-0, 7-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

81224-16-0, An oven-dried screw cap test tube was charged with a magnetic stir bar, CuCN (152.4 mg, 0.8mmol), then 34 (6.8 g, Y = 70.1%) in DMF (75 mL) was added into the tube. The reaction mixture wasstirred at 140 C overnight. After cooled down to room temperature, the resulting solution wasfiltered through Celite. The filtrate was diluted with ethyl acetate (100 mL) and washed withsaturated NaHCO3 solution (30 mL), water (30 mL) and brine (30 mL). The organic phase was driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purifiedby silica gel column (petroleum ether/ethyl acetate = 1:1, v/v) to give 35 as a yellow solid (3.4 g, yield %). LC-MS (ESI): m/z [M + 1]+ = 173.10.

81224-16-0 7-Bromo-4-methoxy-1H-indole 3695499, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Meuser, Megan E.; Rashad, Adel A.; Ozorowski, Gabriel; Dick, Alexej; Ward, Andrew B.; Cocklin, Simon; Molecules; vol. 24; 8; (2019);,
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

526-47-6, 5-Fluoro-2,3-dimethyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

526-47-6, General procedure: To a stirred (0.5 M) solution of indole or substituted indole (1 equiv.) in THF was added Boc2O (1.5 equiv.) and DMAP (0.1 equiv) at room temperature, and the mixture was stirred for 3 h. The reaction mixture was quenched with a saturated solution of NaHCO3 (20 mL) and extracted with EtOAc three times, and the combined organic layer was washed with brine and dried with Na2SO4. After removal of the solvent under reduced pressure, the residue was purified by column chromatography to give correspondent products.

As the paragraph descriping shows that 526-47-6 is playing an increasingly important role.

Reference£º
Article; Wu, Kui; Fang, Cheng; Kaur, Sarbjeet; Liu, Peng; Wang, Ting; Synthesis; vol. 50; 15; (2018); p. 2897 – 2907;,
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.1670-81-1,1H-Indole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

Intermediate 30; Ethyl 1H-indole-5-carboxylate; To a solution of I H-indole-5-carboxylic acid (5 g, 31 mmol) in toluene (200 ml) was added ethanol (40 ml) and APTS (catalytic quantity). The mixture was stirred at 1200C for 24 hours. The reaction made slow progress, APTS (2.85 g, 5 mmol) was added and a dean- stark was used. Water/ethanol/toluene were co-evaporated and ethanol (40 ml) was added. The reaction was heated to reflux for 24 hours and water/ethanol were co- evaporated. The reaction mixture was concentrated and the residue was diluted with ethyl acetate. The mixture was washed with a saturated solution of NaHCO3 and NaOH 1 N. The organic phase was washed with brine, dried over Na2SO4, filtered and evaporated to give the title compound as brown viscous oil (3.8 g, 65%). NMR1H NMR (300 MHz), CDCI3 delta: 7.84 (dd, 1 H, J=1.57 Hz, 8.55 Hz), 7.32 (d, 1 H, J=8.40 Hz), 7.19 (m, 1 H), 7.10 (m, 1 H), 6.58 (m, 1 H), 4.33 (q, 2H, J=7.10 Hz), 1.34 (t, 3H, J=7.14 Hz).

1670-81-1, The synthetic route of 1670-81-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); 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