Indole Building Blocks

27034-51-1, Ethyl 6-chloroindole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 2.3: B-Chloro-S-formyl-I H-indole^-carboxylic acid ethyl esterThe title compound is prepared according to a published literature procedure (see J. Med. Chem. 2005, 48, 995-1018.) A solution of beta-chloro-I H-indole^-carboxylic acid ethyl ester ( 5.0 g, 22.4 mmol) (commercially available from 3D Medical Systems Inc.) and POCI3 (2.46 mL, 26.8 mmol) in DMF (15 ml_) is heated at 50 0C for 28h. After completion, the reaction mixture is quenched by aqueous NaHCO3, Et2O is added and the organic layer is washed with brine, dried over MgSO4 and evaporated in vacuo. Silica gel flash chromatography of the residue affords the title compound as a colorless powder; ES-MS: M- = 250.1 ; HPLC: AtRet = 4.67 min., 27034-51-1

Big data shows that 27034-51-1 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WO2008/119741; (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.184150-96-7,Methyl 2-methyl-1H-indole-6-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 29 Production of 3-(2,4-dichlorobenzyl)-6-(methoxycarbonyl)-2-methylindole (58) 6-(Methoxycarbonyl)-2-methylindole (3.03 g), 2,4-dichlorobenzyl chloride (4.69 g) and silver(I) oxide (5.56 g) are suspended in 1,4-dioxane (50 ml), and stirred under heat at 90 C. for 19.5 hours. The solid is separated through filtration, and the filtrate is concentrated. The resulting residue is purified through silica gel column chromatography to obtain 3-(2,4-dichlorobenzyl)-6-(methoxycarbonyl)-2-methylindole (58) (1.15 g). 1H-NMR (CDCl3, delta ppm): 2.40 (3H, s), 3.92 (3H, s), 4.10 (2H, s), 6.84 (1H, d, J=8.3 Hz), 7.04 (1H, dd, J=2.1 and 8.4Hz), 7.31 (1H, d, J=8.3 Hz), 7.40 (1H, d, J=2.1 Hz), 7.73 (1H, dd, J=1.4 and 8.3 Hz), 8.06 (1H, d, J=1.1 Hz), 8.14 (1H, brs).

184150-96-7, The synthetic route of 184150-96-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cell Pathways, Inc.; US6410584; (2002); B1;,
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.318-54-7,2,2,2-Trifluoro-1-(1-methyl-1H-indol-3-yl)ethanol,as a common compound, the synthetic route is as follows.

General procedure: One of compounds 3a-3f (20 mmol) was dissolved in DMF (10 mL). Trifluoroacetic anhydride (4.2 mL, 30 mmol) was added dropwise at 0C. After stirring for 3.5 h, water was added, the solid filtered off and treated with 20% NaOH (40 mL, 0.2 mol) at 55C overnight. Upon cooling down, the solution was extracted with Et2O. The aqueous phase was acidified with concentrated HCl and the residue was filtered off to give one of compounds 4a-4f., 318-54-7

The synthetic route of 318-54-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
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

95-20-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-20-5,2-Methylindole,as a common compound, the synthetic route is as follows.

To a solution of 2-methylindole (10.04 g, 75 mmol) in toluene (200 mL) are added 2-chloroethylamine hydrochloride (17.4 g, 150 mmol), freshly powdered NaOH (21.00 g, 525 mmol) and tetrabutyl ammonium hydrogen sulfate (2.037 g, 6 mmol). The resulting mixture is heated up to reflux and stirred for 17h. It is then cooled down to RT, and filtered through a filter paper. The residue is triturated twice with toluene, and filtrated. The filtrate is concentrated under reduced pressure, and the residue is purified by FC, using a gradient of DCM/MeOH from 100:0 to 95:5. After concentration of the product containing fractions, the title compound (13.2 g, 99%) is obtained as a yellow resin: LC-MS A: tR = 0.54 min; [M+H]+ = 175.31.

The synthetic route of 95-20-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; FRETZ, Heinz; LYOTHIER, Isabelle; POTHIER, Julien; RICHARD-BILDSTEIN, Sylvia; SIFFERLEN, Thierry; WYDER PETERS, Lorenza; POZZI, Davide; CORMINBOEUF, Olivier; (306 pag.)WO2017/85198; (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

387-43-9, 4-Fluoroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-fluoro-1H-indole (1.0 g, 7.400 mmol) and TFA (5.667 mL, 74.00 mmol) in CH2C12(25 mL) was added triethylsilane (3.546 mL, 22.20 mmol). The reaction was stirred at 23 ¡ãC for 15 h before quenched with saturated NaHC03. The mixture was extracted with DCM. The organic extract was concentrated. The residue was purified by preparative HPLC to give the title compound (0.15 g). LCMS m/z = 137.8 [M+H]+., 387-43-9

As the paragraph descriping shows that 387-43-9 is playing an increasingly important role.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; SEMPLE, Graeme; BEHAN, Dominic P.; FEICHTINGER, Konrad; GLICKLICH, Alan; GROTTICK, Andrew J.; KAM, Maria Matilde Sanchez; KASEM, Michelle; LEHMANN, Juerg; REN, Albert S.; SCHRADER, Thomas O.; SHANAHAN, William R.; WONG, Amy Siu-Ting; ZHU, Xiuwen; WO2015/66344; (2015); 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

32387-21-6, 1-Methyl-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Compounds 9e-35e were obtained by using one-pot reaction. A mixture of aromatic acid (6.30 mmol), EDCI (7.50 mmol), DMAP (0.60 mmol), and anhydrous dichloromethane (20 mL) was stirred to dissolve, then decane-diamine (3 mmol) was added and stirred at room temperature for 12 h. The mixture solution was filtered under reduced pressure. After that, the residue was washed with little amount of CH2Cl2and water successively, and dried to give the solid. Then, the residue was purified on preparative TLC eluted with chloroform/methanol = 40:1-7:1 to yield compounds 26e, 28e, 30e, and 31e., 32387-21-6

As the paragraph descriping shows that 32387-21-6 is playing an increasingly important role.

Reference£º
Article; Wang, Jiawen; Hong, Ge; Li, Guoliang; Wang, Wenzhi; Liu, Tianjun; Molecules; vol. 24; 24; (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

32387-21-6, 1-Methyl-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0132] Example 9: Synthesis of N-{[3′-bromo-4′-(1H-tetraazol-5-ylmethoxy)-1,1′- BIPHENYL-4-YL] METHYL}-N, L-DIMETHYL-LH-INDOLE-3-CARBOXAMIDE.; [0133] Step 1: 1-METHYL-LH-INDOLE-3-CARBONYL chloride. Oxalyl chloride (7.1 mL, 81.4 mmol) in 50 ML of methylene chloride was added under nitrogen dropwise to a solution of 1-methyl-1H-indole carboxylic acid (2. 86G, 16.3 mmol) in 100 mL of methylene chloride at room temperature. After the addition the reaction was stirred at room temperature until the reaction was determined by NMR analysis to be complete. The solvent and excess oxalyl chloride were removed under reduced pressure. The residue was taken up in benzene and then concentrated to dryness under reduced pressure to give l-methyl-lH-indole-3-carbonyl chloride, which was used in the following reaction without purification.

32387-21-6, As the paragraph descriping shows that 32387-21-6 is playing an increasingly important role.

Reference£º
Patent; WYETH; WO2005/30702; (2005); 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.50820-65-0,Methyl 1H-indole-6-carboxylate,as a common compound, the synthetic route is as follows.

50820-65-0, To a solution of methyl 1H-indole-6-carboxylate (124 g, 708 mmol) in tetrahydrofuran (500 ml) was added 4-dimethylaminopyridine (865 mg, 7 mmol). Then, a solution of di-tert-butyl dicarbonate (156 g, 715 mmol) in tetrahydrofuran (150 ml) was added dropwise at room temperature over about 1 hr, and the mixture was stirred for 1 hr. The reaction mixture was concentrated, and the residue was purified by silica gel chromatography to give the title compound (193 g, yield 99percent).1H-NMR (400 MHz, DMSO-d6) delta: 1.65 (9H, s), 3.89 (3H, s), 6.82H, dd, J=3.63, 0.86 Hz), 7.74 (1H, d, J=8.06 Hz), 7.85 (1H, dd, J=8.06, 0.86 Hz), 7.87 (1H, d, J=3.63 Hz), 8.76 (1H, d, J=0.81 Hz).

50820-65-0 Methyl 1H-indole-6-carboxylate 639844, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; JAPAN TOBACCO INC.; US2011/306599; (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.1196-69-6,Indole-5-carboxaldehyde,as a common compound, the synthetic route is as follows.

To a solution of indole-3-carboxaldehyde (16, 28.5 g, 100 mmol) in ethanol (500 mL) at room temperature was added potassium hydroxide (6.2 g, 110 mmol); the mixture was stirred until total solubilization. The ethanol was completely removed in a vacuum and acetone (250 mL) was added followed by benzenesulfonyl chloride (19.4 g, 110 mmol). The precipitate was filtered off, and the filtrate was concentrated and recrystallized from methanol to give a white solid. Yield: 40%., 1196-69-6

As the paragraph descriping shows that 1196-69-6 is playing an increasingly important role.

Reference£º
Article; Chen, Jianjun; Li, Chien-Ming; Wang, Jin; Ahn, Sunjoo; Wang, Zhao; Lu, Yan; Dalton, James T.; Miller, Duane D.; Li, Wei; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4782 – 4795;,
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.703-80-0,3-Acetylindole,as a common compound, the synthetic route is as follows.

703-80-0, To a solution of 3-acetylindole 8a (1.0 g, 6.3 mmol) in THF (5.0 mL) sodium hydride (60% dispersion in mineral oil, 0.3 g, 6.3 mmol) was added at 0 C and the mixture was stirred at room temperature for 1 h. p-toluenesulfonyl chloride (1.2 g, 6.3 mmol) was added and the mixture was stirred at room temperature for 24 h. The residue was evaporated under reduced pressure, treated with water (20 mL) and extracted with EtOAc (3 ¡Á 20 mL). The organic phase was dried (Na2SO4), evaporated under reduced pressure and purified by column chromatography using DCM as eluent. White solid; yield: 90%; mp: 148-149 C; IR 1662 (CO), 1382, 1299 (SO2) cm-1; 1H NMR (200 MHz, DMSO-d6) delta: 2.33 (s, 3H, CH3), 2.60 (s, 3H, CH3), 7.32-7.39 (m, 2H, H-5, H-6), 7.43 (d, 2H, J = 7.8 Hz, H-3?, H-5?), 7.95 (d, 1H, J = 7.5 Hz, H-7), 8.04 (d, 2H, J = 7.8 Hz, H-2?, H-6?), 8.19 (d, 1H, J = 7.5 Hz, H-4), 8.81 (s, 1H, H-2); 13C NMR (50 MHz, DMSO-d6) delta:21.0 (q), 27.8 (q), 113.0 (d), 120.7 (s), 122.3 (d), 124.8 (d), 125.6 (d), 127.0 (s), 127.2 (2xd), 130.5 (2xd), 133.5 (s), 134.0 (s), 134.2 (d), 146.2 (s), 193.9 (s). Anal. Calcd for: C17H15NO3S: C, 65.16; H, 4.82; N, 4.47. Found: C, 65.28, H, 5.06, N, 4.37.

703-80-0 3-Acetylindole 12802, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Parrino, Barbara; Carbone, Anna; Di Vita, Gloria; Ciancimino, Cristina; Attanzio, Alessandro; Spano, Virginia; Montalbano, Alessandra; Barraja, Paola; Tesoriere, Luisa; Livrea, Maria Antonia; Diana, Patrizia; Cirrincione, Girolamo; Marine Drugs; vol. 13; 4; (2015); p. 1901 – 1924;,
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