Indole Building Blocks

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

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

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

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.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

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

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.15317-58-5,1H-Indole-3-carbohydrazide,as a common compound, the synthetic route is as follows.

I H-lndole-3-carbohydrazide (250mg, 1.4mmol) and 1-(4-isothiocyanatobutyl)pyrrolidine (342.5mg, 1.9mmol) was stirred at 600C under argon with THF (10ml) as a solvent. The reaction lasted 1 h. THF was evaporated. The product was triturated with ether. Then it was filtered to obtain 414mg yellow solid.

15317-58-5, As the paragraph descriping shows that 15317-58-5 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2009/71577; (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

272-49-1, 4-Azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Azaindole (2.0 g, 16.93 mmol) was added to aluminum chloride (11.29 g, 85 mmol) in dry dichloromethane (85 mL) at 0 ¡ãC under argon atmosphere. After 30 mm ato ¡ãC, the mixture was warmed to room temperature and ethyl chlorooxoacetate (11.56 g,85 mmol) was added dropwise. The reaction mixture was stirred vigorously forovernight, then carefully ice was added. Adjust pH to 7 with 4 N NaOH then cold sat.NaHCO3 solution. The product was extracted with DCM 3 times, dried over Na2SO4,filtered, and concentrated to afford ethyl 2-oxo-2-(1H-pyrrolo[3,2-bjpyridin-3-yl)acetateas a yellow oily residue. After a washing with cold petroleum ether the title compound was obtained as a light yellow powder 280 mg (7.6percent). ESI-MS(-): MS m/z 217.1., 272-49-1

272-49-1 4-Azaindole 9226, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MILLER, Michael Matthew; ALLEN, Martin Patrick; LI, Ling; BOWSHER, Michael S.; GILLIS, Eric P.; MULL, Eric; ZHAO, Qian; SUN, Li-Qiang; LANGLEY, David R.; SCOLA, Paul Michael; (214 pag.)WO2017/176608; (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.169674-02-6,4-Chloro-5-fluoro-1H-indole,as a common compound, the synthetic route is as follows.

a) A suspension of 0.11 g of sodium hydride dispersion in 15 ml of tetrahydrofuran was treated with 0.5 g of 4-chloro-5-fluoroindole at 0 and stirred at this temperature for 1 hour. After the addition of 0.4 ml of (S)-methyloxirane the reaction mixture was stirred at s room temperature for 48 hours and subsequently treated with water. The mixture was diluted with ether, washed with water and with saturated sodium chloride solution and the organic phase was dried over sodium sulfate. After removal of the solvent the residue was chromatographed over 30 g of silica gel with toluene-ethyl acetate (33:1). There was obtained 0.53 g (78.9%) of (S)-1-(4-chloro-5-fluoro-indol-1-yl)-propan-2-ol as a yellow oil., 169674-02-6

As the paragraph descriping shows that 169674-02-6 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; US5494928; (1996); 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