Indole Building Blocks

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

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

318-54-7, 2,2,2-Trifluoro-1-(1-methyl-1H-indol-3-yl)ethanol is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 15: 2,2,2-Trifluoro-l-(l-methyl-lH-indol-3-yl)-l-(l-pyridin-3-yl-lH-indazol-5- yl)ethanol; To a chilled (-780C) solution of 1.5 g (7.61 mmol) of 5-bromoindazole in 15 mL ether was added 9.2 mL (23.0 mmol) of a 2.5 M solution of n-butyllithium in hexanes. After 5 minutes, the cold bath was removed and the mixture stirred 6 hours at room temperature. The mixture was cooled to -78C and 3.5 g (15.4 mmol) of 2,2,2-trifluoro-l-(l-methyl-lH-indol-3- yl)ethanone in 4 mL of a 1: 1 mixture of ether-TetaF was added. The mixture was stirred overnight while warming to room temperature and was then quenched with aqueous ammonium chloride and extracted with ether. The organic layer was washed with water, brine, and dried over magnesium sulfate. Removal of the volatiles in vacuo provided a residue which was purified by CombiFlash chromatography using 0-90% EtOAc-hexanes (product eluted at 35% EtOAc) to afford 700 mg (26%) of 2,2,2-trifluoro-l-(lH-indazol-5-yl)-l-(l-methyl-lH-indol-3- yl)ethanol as a pale yellow foam.

318-54-7, As the paragraph descriping shows that 318-54-7 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/70507; (2008); A2;,
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.933-67-5,7-Methyl-1H-indole,as a common compound, the synthetic route is as follows.

In the round bottom flask, ionic liquid [Betaine] [H2PO4] (0.03 mmol), 7-methyl hydrazine (0.3 mmol), and octanol (0.3 mmol) were added in this order, and the mixture was stirred at 50 C, and the whole reaction was carried out. The process was monitored by TLC and reacted for 3 h. Finally, the reaction mixture is extracted with water and ethyl acetate mixture, and after multiple extractions, the organic phase is combined, and the organic phase is steamed under reduced pressure.The crude product was obtained.The crude product was subjected to silica gel column chromatography.Separation gave the pure target product in a yield of 92%., 933-67-5

The synthetic route of 933-67-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Henan Normal University; Zhu Anlian; Feng Wanlu; Cheng Shuang; (7 pag.)CN110041313; (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

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.

General procedure: To a solution of indole-3-carbonylhydrazide (5,1.0 mmol) in absolute ethanol (100 mL) was added a solution of substitutedphenyl/benzyl isothiocyanate (6a-j) in ethanol (50 mL) with continuousstirring. The reaction mixture was heated under reflux for 1 h. After coolingto room temperature, the precipitate formed was collected by filtration, andwashed with ice-cold ethanol (30 mL) to give the correspondingthiosemicarbazide (7a-j), which was used in the next step without furtherpurification., 15317-58-5

15317-58-5 1H-Indole-3-carbohydrazide 27199, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Hamdy, Rania; Ziedan, Noha I.; Ali, Samia; Bordoni, Cinzia; El-Sadek, Mohamed; Lashin, Elsaid; Brancale, Andrea; Jones, Arwyn T.; Westwell, Andrew D.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 4; (2017); p. 1037 – 1040;,
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

3468-18-6, (1H-Indol-4-yl)methanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 5-[(1H-Indol-4-ylmethyl)-carbamoyl]-3-trifluoromethyl-thiophene-2-carboxylic acid methyl ester To a solution of 3-Trifluoromethyl-thiophene-2,5-dicarboxylic acid 2-methyl ester (570 mg, 2.24 mmol) in anhydrous DMF (10 mL) was added triethylamine (1.25 mL, 8.96 mmol), EDC (520 mg, 2.69 mmol), HOBT (360 mg, 2.69 mmol), and C-(1H-Indol-4-yl)-methylamine (390 mg, 2.69 mmol). The mixture was stirred at room temperature 3 h, then quenched by pouring into EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash chromatography with 0-70% EtOAc in hexane to afford the desired product (0.27 g, 31% yield)., 3468-18-6

3468-18-6 (1H-Indol-4-yl)methanamine 280302, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Gillespie, Paul; Michoud, Christophe; Rupert, Kenneth Carey; Thakkar, Kshitij Chhabilbhai; US2012/238569; (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

387-44-0, 7-Fluoroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,387-44-0

Example 37; 7-fluoro-1-f4-f4-fpyridin-2-yl)-1-fpyridin-3-yl)-1H-imidazol-2-yl)phenyl)-1H-indole; A mixture of 2-(2-(4-iodophenyl)-1-(pyridin-3-yl)-1H-imidazol-4-yl)pyridine (200 mg, 0.47 mmol), indole (76 mg, 0.56 mmol), CuI (134 mg, 0.7 mmol), K3PO4 (199 mg, 0.94 mmol) and fra?s-1,2-cyclohexanediamine (6 mg, 0.05 mmol) in p-dioxane (2 mL) was heated at 150 0C (bath) for 2h, filtered, concentrated, and the residue purified by SGC (0.5 and 1 % MeOH in DCM1 0.5 % NH4OH). Yield 80 mg, 39%. 1H NMR (CDCI3) delta 8.67 (m, 2H)1 8.57 (m, 1 H), 8.14 (d, 1H1 J = 7.9 Hz)1 7.93 (s, 1H), 7.77 (dt, 1H, J = 1.7, 7.7 Hz), 7.64 (m, 1H), 7.50 (m, 2H), 7.42-7.37 (m, 4H), 7.22-7.17 (m, 2H), 7.05 (m, 1H), 6.89 (dd, 1H1 J = 7.5, 13 Hz)1 6.68 (dd, 1H, J = 2.5, 3.3 Hz). MS (AP+) m/e 432 (MH+). IC50 = 30.8 ?M

387-44-0 7-Fluoroindole 2774504, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/4117; (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

614-96-0, 5-Methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Phosphorous oxychloride (2 mmol) was added dropwise to dimethylformamide (3 mL) cooled under ice-bath and allowed to stir for 30 min. A solution of indoles 4a-4h or azaindole 5 (1 mmol) in DMF (5 mL) was added dropwise for 5 min at 0 oC. The mixture was further allowed to stir for 3 h at 90-100 oC. Reaction mixture was cooled to room temperature and poured into crushed ice. Excess POCl3 was quenched with 1 N NaOH and left overnight at room temperature. Ice-cold reaction mixture was then extracted (50 mL ¡Á 3) with EtOAc. Combined organic layer was concentrated on rotary evaporator and crude products were purified by silica gel (No.100-200) column chromatography to get indole-3-carboxaldehydes 1a-1h or 6 in 60-80% yield., 614-96-0

The synthetic route of 614-96-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yadav, Rammohan R.; Battini, Narsaiah; Mudududdla, Ramesh; Bharate, Jaideep B.; Muparappu, Nagaraju; Bharate, Sandip B.; Vishwakarma, Ram A.; Tetrahedron Letters; vol. 53; 17; (2012); p. 2222 – 2225;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.387-43-9,4-Fluoroindole,as a common compound, the synthetic route is as follows.

To a solution of 4-fluoro-lH-indole (150 g, l . l lmol) and DMAP (4.5 g, 3percentWt) in THF (2.5 L) was added (Boc)20 (255 g, 1.16 mol) dropwise. The mixture was stirred at room temperature overnight. The organic solvent was removed in vacuum, and the residue was purified by column chromatography (PE) to give tert-butyl 4-fluoro-lH-indole-l-carboxylate (250 g, yield: 96percent). 1H- MR (CDC13, 400 MHz) delta 7.92 (d, J= 8.4 Hz, 1H), 7.55 (d, J= 3.6 Hz, 1H), 7.23 (m, 1H), 6.90 (m, 1H), 6.66 (d, J = 3.6 Hz, 1H), 1.67 (s, 9H). MS (M+H)+: 236.

387-43-9, 387-43-9 4-Fluoroindole 2774502, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; HE, Shuwen; DAI, Xing; PALANI, Anandan; NARGUND, Ravi; LAI, Zhong; ZORN, Nicolas; XIAO, Dong; DANG, Qun; LI, Peng; PENG, Xuanjia; SOLL, Richard; WO2014/121418; (2014); 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