Tag: M.W:200-300

125872-95-9, 6-Bromo-1-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Indole-6-boronic acid (274 mg, 1.7 mmol) and 7a (516 mg, 1.5 mmol)were added into a 100 mL round-bottom flask containing 1,4-dioxane (10 mL), then 25.2 mgPd(PPh3)2Cl2 was added, followed by 1.0 mL 2.0 M K2CO3. The mixture was stirred and heatedto reflux under Argon for about 4 hours. After the reaction was complete, the mixture was cooledto room temperature, 10.0 mL H2O was added and the product was extracted with ethyl acetate(10 mL¡Á3). The organic solvent was combined, dried (anhydrous Na2SO4), filtered andevaporated. The crude product was purified by chromatographic column using hexane : ethylacetate (4:1) as eluent. 380.1 mg methyl 3-[[6-(1H-indol-6-yl)indol-1-yl]methyl]benzoate wasobtained as pale yellow oil, yield 67%.

125872-95-9, The synthetic route of 125872-95-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhou, Guangyan; Chu, Shidong; Nemati, Ariana; Huang, Chunsheng; Snyder, Beth A.; Ptak, Roger G.; Gochin, Miriam; European Journal of Medicinal Chemistry; vol. 161; (2019); p. 533 – 542;,
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 suspension of tetrakis(triphenylphosphine)palladium(0) [Pd(PPh3)4, 0.54 g, 0.467 mmol] in 20 mL of ethylene glycol dimethyl ether (DME) was added 6-bromo-5-fluoroindole (1.00 g, 4.67 mmol), and the mixture was stirred for 15 minutes under argon at room temperature. A solution of phenylboronic acid (0.57 g, 4.67 mmol) in 2-3 mL of ethanol was added and the mixture was stirred for 10 minutes under the same conditions. A solution of potassium carbonate (0.97 g, 7.01 mmol) in 2 mL of water was added to above mixture and the resulting reaction mixture was heated at reflux for 3-4 hours under the argon atmosphere. After the end of the reaction was established by TLC, the reaction was diluted by brine, extracted with ethyl acetate. The organic layer was washed with brine, dried with MgSO4, filtered, and concentrated under vacuum. The product was purified by a silica gel column using ethyl acetate and hexanes (1:3) as eluent to afford 0.90 g (92% yield) of the titled compound as light brown solid.+, 259860-08-7

The synthetic route of 259860-08-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GTX, INC.; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane D.; PONNUSAMY, Thamarai; HWANG, Dong-Jin; HE, Yali; PAGADALA, Jayaprakash; DUKE, Charles B.; COSS, Christopher C.; DALTON, James T.; (296 pag.)WO2016/172358; (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

143612-79-7, 3-(4-Chlorobutyl)-1H-indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The title compound of this step was prepared by the method described in Example 1, Step 3, namely, 5 -(2-(piperazin- 1 -yl)pyrimidin-5 -yl)pyridine-2-carboxamide dihydrochloride (400 mg, 1.12 mmol), 3-(4-chlorobutyl)-1H-indole-5-nitrile (312 mg, 1.34 mmol), anhydrous sodium carbonate (712 mg, 6.72 mmol) and sodium iodide (50 mg, 0.33 mmol) were added to anhydrous acetonitrile (15 mL). The mixture solution was heated to 90 C and reacted for 36 hours. The crude product was separated and purified by column chromatography (dichloromethane/methanol (v/v) = 20/1) to give the title compound as a white solid (390 mg, 73.6%).MS (ESI, pos. ion) m/z: 481.70 [M+H].?H N?1R (600 IVIHz, DMSO-c16) (ppm): 11.36 (s, 1H), 8.92 (s, 1H), 8.83 (s, 2H),8.318.18 (m, 1H), 8.07 (d, J= 10.5 Hz, 3H), 7.63 (s, 1H), 7.50 (d, J 8.4 Hz, 1H), 7.40 (d, J8.4 Hz, 1H), 7.34 (s, 1H), 3.80 (brs, 4H), 2.74 (t, J= 7.3 Hz, 2H), 2.42 (brs, 4H), 2.37 (t, J 7.0Hz, 2H), 1.67 (dd, J= 14.6, 7.4 Hz, 2H), 1.54 (d, J= 6.6 Hz, 2H); HPLC: 99.42%., 143612-79-7

143612-79-7 3-(4-Chlorobutyl)-1H-indole-5-carbonitrile 9881123, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; JIN, Chuanfei; ZHONG, Wenhe; LIANG, Haiping; ZHANG, Yingjun; (79 pag.)WO2019/62662; (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

107516-75-6, Diethyl 1H-indole-2,6-dicarboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Synthesis of diethyl l-{3-[(tert-butoxycarbonyl)amino]-2,2-dimethylpropyl}- 1H-indole-2,6-dicarboxylate To a solution of diethyl 1H-indole-2,6-dicarboxylate (25.3 g, 97 mmol), tert-butyl (3- hydroxy-2,2-dimethylpropyl)carbamate (19.7, 97 mmol) and triphenylphosphine (50.9 g, 194 mmol) in THF (200 mL) is added and diisopropyl azodicarboxylate (40.2 mL, 194 mmol). The mixture is stirred for 60 h at room temperature and then the solvent is removed. The residue is separated into two portions and each of them is filtered through a short plug of silica gel (400 g) using 20% EtOAc in heptane. A mixture of diethyl l-{3- [(tert-butoxycarbonyl)amino]-2,2-dimethylpropyl}-1H-indole-2,6-dicarboxylate and diethyl 1H-indole-2,6-dicarboxylate (55 g) is obtained and the mixture is used in the next step without further purification.

107516-75-6, The synthetic route of 107516-75-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; GAO, Donghong, Amy; GUO, Xin; KIRRANE, Thomas, Martin, Jr.; SARKO, Christopher, Ronald; SNOW, Roger, John; SOLEYMANZADEH, Fariba; ZHANG, Yunlong; WO2011/71716; (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

90858-86-9, 4-Bromo-5-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90858-86-9, Synthesis of 3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester (XLVIII) A mixture of 4-bromo-5-methoxyindole XLVI (104 mg, 0.46 mmol), ethyl cinammate (162 mg, 0.92 mmol), tetra-butylammonium bromide (29.6 mg, 0.092 mmol), TEA (128 mul, 0.092 mmol) and palladium-dichloro-[bis(tri-ortho-tolyl)phophine] (18 mg, 0.023 mmol) in DMF (2 ml) was stirred at 110¡ã C. for 3 hours. The reaction mixture was cooled to room temperature and partitioned between brine and EtOAc. The organic layers were combined, dried over Na2SO4, filtered, concentrated, and purified via flash chromatography (hexane/EtOAc) affording 3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester XLVIII (37 mg, impure).

As the paragraph descriping shows that 90858-86-9 is playing an increasingly important role.

Reference£º
Patent; Roche Palo Alto LLC; US2007/123527; (2007); 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.16732-64-2,4-Bromo-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Intermediate 115: 4-Bromo-lH-indole-2-carboxamide (0796) To a suspension of 4-bromo-l indole-2-carboxylic acid (0.276 mL, 2.12 mmol, commercially available from, for example, Ark Pharm) in dichloromethane (15 mL) was added oxalyl chloride (0.220 mL, 2.51 mmol). The suspension was stirred at rt for approx. 3 days in total. During this time, DMF (0.020 mL, 0.26 mmol) was added after 5.5 h. Further oxalyl chloride (0.100 mL, 1.14 mmol) was added after 23.75 h. Further oxalyl chloride (0.100 mL, 1.142 mmol) was added after 27.15 h. The reaction mixture was left to stir over the weekend, during which time the solvent had evaporated to give a sticky light brown solid. This was redissolved in dichloromethane (15 mL) and to this solution was added oxalyl chloride (0.100 mL, 1.14 mmol) and DMF (0.020 mL, 0.26 mmol). The resulting solution was stirred for a further 2 h 45 min to afford a brown solution. This solution was added dropwise to a stirring solution of ammonia (35% in water) (10 mL, 162 mmol) and ice (approx. 10 g) and the resulting mixture left to stand for approx. 3 h. To this was added ethyl acetate (10 mL) and water (10 mL) and the layers separated. To the aqueous layer was added brine (approx. 5 mL) and this was extracted with further ethyl acetate (3 x 30 mL). The organic layers, which contained a brown precipitate, were combined and evaporated in vacuo o give a brown solid. This was transferred in methanol (approx. 10 mL) and this emulsion evaporated in vacuoto give a brown solid. This solid was triturated with dichloromethane (approx. 3 x 20 mL) and the supernatant filtered. The filtrate was concentrated to approx. 10 mL, directly applied to the top of a 50 g SNAP cartridge and purified by flash column chromatography. The column was eluted with a gradient of 20% – 70% ethyl acetate in cyclohexane. The required fractions were evaporated in vacuo to give 4-bromo-l indole-2- carboxamide (95.0 mg, 0.40 mmol, 19 % yield) as an off-white solid. (0797) LCMS (2 min High pH): Rt = 0.87 min, [M-H]- = 237.1.

16732-64-2, The synthetic route of 16732-64-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LEVERNIER, Etienne; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (225 pag.)WO2017/174621; (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

16732-70-0, Ethyl 5-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-Bromo-lH-indole-2-carboxylic acid ethyl ester (50 mg, 0.186 mmol) and l-fluoro-2,4,6-trimethylpyridinium triflate (204 mg, 0.60 mmol) are dissolved in tetrachloroethane (1 ml) and heated to 100 0C for 30 minutes. The reaction is diluted with ethyl acetate washed with water and brine. The organic layer is dried (sodium sulfate), filtered and concentrated in vacuo to give an oil that is purified by reverse phase EtaPLC to give the title compound as a white solid 27 mg, 50%, LC/MS ESI m/z (M+Eta)+ = 286.31.

16732-70-0, As the paragraph descriping shows that 16732-70-0 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; FARMER, Bennett; FARROW, Neil Alexander; GAO, Donghong A.; HEIM-RIETHER, Alexander; KEENAN, Lana Louise Smith; MUGGE, Ingo Andreas; TAYLOR, Steven John; XIONG, Zhaoming; YU, Yang; ZHANG, Qiang; WO2010/45188; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18372-22-0,Methyl 2-(1H-indol-3-yl)-2-oxoacetate,as a common compound, the synthetic route is as follows.

To a suspension of compound 12 (1.17 g, 5.7 mmol) and compound 6 (586.5 mg, 2.9 mmol) in THF (50 mL) was added 1.0 M KOBut in THF (11.5 mL, 11.5 mmol) under nitrogen atmosphere. After stirring at ambient temperature for 5 h, thereaction mixture was quenched with 1 N HCl (50 mL) and extracted with EtOAc. The combined organic layer was washed with brine, dried over Na2SO4, and filtered. The solvent was removed in vacuo, and the crude product waspurified by column chromatography with (2:1 hexanes/acetone) to give 13 (726.0 mg, 71%) as an orange solid: mp 254 – 256 C; 1H NMR (DMSO-d6) delta 12.02 (s, 1H), 11.19 (s, 1H), 8.04 (d, J = 3.0 Hz, 1H), 7.73 (d, J = 2.0 Hz, 1H), 7.49 (dd, J = 2.0, 8.5 Hz, 1H), 7.43 (dd, J = 3.0, 8.5 Hz, 2H), 7.09-7.06 (m, 1H), 6.76-6.73 (m, 1H), 6.40(d, J = 8.0 Hz, 1H); HRMS (EI, m/z): calcd for C18H10N2O2Cl2 ([M]+) 356.0114, found 356.0126.

18372-22-0, As the paragraph descriping shows that 18372-22-0 is playing an increasingly important role.

Reference£º
Article; Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Hutchins, Gary D.; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 21; 1; (2011); p. 245 – 249;,
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

221352-46-1, 2-(tert-Butoxycarbonyl)isoindoline-1-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution ofHATU (1.83 g, 4.82 mmol) in DMF (15 mL) was added Hunig’s base(2.34 mL, 13.1 mmol). After stirring for 5 min, racemic 2-(tert-butoxycarbonyl)isoindoline-1-carboxylic acid 2-1 (1.15 g, 4.38 mmol) and ammonium chloride (1.41 g, 26.3 mmol) wereadded to the mixture. The reaction was stirred at room temperature for 18 h. The reaction waspartitioned between EtOAc (20 mL) and water (20 mL). The layers were separated and theaqueous layer was extracted with EtOAc (2 x 20 mL). The combined organic layer waswashed with brine, dried over MgS04, filtered and concentrated. The residue was purified by silica gel chromatography (IS CO 120 g column) eluting with a hexanes/EtOAc gradient (0 to100% EtOAc) to afford the title compound. LRMS mlz (M+H) 263.2 found, 263.1 required., 221352-46-1

The synthetic route of 221352-46-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; GRESHOCK, Thomas, J.; MULHEARN, James, J.; ROECKER, Anthony, J.; JIAN, Tianying; ZHOU, Gang; GUO, Liangqin; WON, Walter; ZHANG, Ting; ANAND, Rajan; STELMACH, John, E.; WANG, Deping; KIM, Ronald, M.; LAYTON, Mark, E.; BURGEY, Christopher, S.; NANTERMET, Philippe, G.; (129 pag.)WO2018/93694; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.885520-70-7,4-Bromo-6-fluoro-1H-indole,as a common compound, the synthetic route is as follows.

885520-70-7, To a solution of 4-bromo-6-fluoro-lH-indole (6.0 g, 25.53 mmol) and bis(pinacolato)diboron (9.7 g, 38.19 mmol) in anhydrous DMSO (120 mL) were added KOAc (7.5 g, 76.41 mmol) and [l,r-bis(diphenylphosphine)ferrocene]-dichloropalladium (1.0 g, 1.22 mmol). The mixture was heated at 80 ¡ãC for 18 h. The reaction mixture was cooled to RT and partioned between EtOAc and H2O. The organic layer was washed successively with H2O and brine, dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (silica gel, pentane:EtOAc 75:25) to provide the title compound as a white solid (4.6 g, 61 percent).NMR deltaH (300 MHz, CDCl3) 1.39 (s, 12H), 7.02 (m, IH), 7.14-7.19 (m, IH), 7.20-7.26 (m, IH), 7.38 (dd, J = 2.4, 9.9, IH) and 8.16 (s, IH).

As the paragraph descriping shows that 885520-70-7 is playing an increasingly important role.

Reference£º
Patent; F.HOFFMANN-LA ROCHE AG; WO2008/152390; (2008); 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