Tag: M.W:100-200

4769-97-5, 4-Nitroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A. 4-Nitro-1.3-dihvdro-2H-indol-2-oneA mixture of 4-nitroindole (12.2 g, 75.2 mmol) and N-chlorosuccinimide (6.07 g, 30.1 mmol) in CHCl3 (500 mL) was heated at reflux for 30 h, then concentrated under reduced pressure to give an orange solid. The solid was dissolved in AcOH (200 mL) and the resulting solution was warmed to 70 ¡ãC, then 85percent H3PO4 (80 mL) was added over 2 min. The mixture was heated to reflux for 90 min then cooled on ice. The cooled mixture was adjusted to pH 6 by addition of 10 N NaOH (450 mL), followed by aqueous NaHCO3, keeping the temperature below 30 ¡ãC. The mixture was extracted with EtOAc (3 x 1 L) and the combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was partially purified by silica gel chromatography, eluting with a gradient of hexane: EtOAc – 100:0 to 0:100, and then triturated with MeOH to give the title compound. MS: m/z = 179 (M + 1).

4769-97-5, 4769-97-5 4-Nitroindole 145766, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; WO2008/153852; (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

40913-43-7, 1-Ethyl-1H-indole-2-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,40913-43-7

In two equal batches, 1,1 -dimethyl ethyl {(3R)-l-[(4-{[3-({[(9H-fluoren-9- ylmethyl)oxy]carbonyl}amino)propyl]amino}-3-nitrophenyl)carbonyl]-3- piperidinyl} carbamate (6 g, 9.32 mmol), l-ethyl-lH-indole-2-carbaldehyde (7.844 g, 27.96 mmol) and sodium hydrosulfite (4.868 g, 27.96 mmol) were combined in ethanol (40 mL) and water (20 mL) and heated in a Biotage Initiator microwave using initial high absorbtion setting to 100 C for 6 h. The reaction mixtures were combined and then partitioned between DCM (150 mL) and water (150 mL). The ethanol from the reaction mixture led to poor separation of the two layers, so the whole mixture was evaporated under vacuum – to the point where it was assumed most of the ethanol had evaporated and only the aqueous layer remained. The aqueous layer was then extracted with DCM (3 x 100 mL). The organics were combined, dried using a hydrophobic frit and evaporated under vacuum. The sample was loaded in dichlorom ethane and purified by Biotage SP4 (2 x SNAP 100 g silica) using a gradient of 50-100% cyclohexane-ethyl acetate. The appropriate fractions were combined and evaporated under vacuum to give the required product 1, 1 -dimethyl ethyl [(3R)-l-({2-(l- ethyl- 1 H-indol-2-yl)- 1 – [3 -( { [(9H-fluoren-9-ylmethyl)oxy] carbonyl } amino)propyl] – 1 H- benzimidazol-5-yl}carbonyl)-3-piperidinyl]carbamate (1.83 g, 2.386 mmol, 51.2 % yield) as an off- white foam.LCMS (Method B): Rt 1.37 min, MH+ 767.

40913-43-7 1-Ethyl-1H-indole-2-carbaldehyde 13693148, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AMANS, Dominique; ATKINSON, Stephen, John; BARKER, Michael, David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil, Stuart; LIDDLE, John; RENAUX, Jessica, Fanny; SHEPPARD, Robert, John; WALKER, Ann, Louise; WELLAWAY, Christopher, Roland; WILSON, David, Matthew; (284 pag.)WO2016/185279; (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

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

5-(Piperazin-1-yl)-1H-indole; A mixture of 5-nitro-1H-indole (34 g), palladium (5 wt %, dry basis) on activated carbon (2.5 g) and ethyl acetate was shaken at room temperature for 1.5 h under 3 atmospheres of hydrogen. The mixture was filtered, and the solvent was removed in vacuo to yield a solid (28 g), which was dissolved in tetrahydrofuran (400 mL). This solution was added to a boiling mixture of N-benzyliminodiacetic acid (54.4 g) and 1,1′-carbonyldiimidazole (82.4 g) in tetrahydrofuran (1100 mL), and the resulting mixture was boiled under reflux for 3 h. The mixture was filtered and concentrated in vacuo. The residue was purified by flash chromatography on silicagel (eluent: ethyl acetate/triethylamine 100:4) to give a solid (57.5 g), which subsequently was suspended in tetrahydrofuran (300 mL) and added to alane in tetrahydrofuran (500 mL) at 5-16 C. The alane was prepared from lithium aluminium hydride (25 g) and 96% sulphuric acid (32.3 g). The mixture was stirred at 5 C. for 45 min and subsequently quenched by addition of water (50 mL), 15% aqueous sodium hydroxide solution (25 mL) and water (125 mL). The mixture was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash chromatography on silicagel (eluent: ethyl acetate) to give a brown oily compound (44.9 g), which subsequently was dissolved in methanol (1000 mL). Ammonium formate (150 g) and palladium (5 wt %, dry basis) on activated carbon (12 g) was added, and the mixture was boiled under reflux for 45 min, cooled, filtered and concentrated in vacuo. The residue was dissolved in tetrahydrofuran/ethyl acetate and poured onto brine. Concentrated aqueous ammonia solution was added to the mixture under cooling to give an alkaline reaction mixture. The two phases were separated, and the aqueous phase was extracted twice with tetrahydrofuran/ethyl acetate. The combined organic phases were washed with brine, dried (MgSO4) and concentrated in vacuo. The residue was precipitated from tetrahydrofuran/heptane to give the title compound (17.3 g).

As the paragraph descriping shows that 6146-52-7 is playing an increasingly important role.

Reference£º
Patent; Bang-Andersen, Benny; Larsen, Krestian; Mork, Niels; US2007/43058; (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

169674-02-6, 4-Chloro-5-fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 (R)-methyloxirane the reaction mixture was stirred at 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 0.5 g (74.5%) of (R)-1-(4-chloro-5-fluoro-indol-1-yl)-propan-2-ol as a yellow oil., 169674-02-6

The synthetic route of 169674-02-6 has been constantly updated, and we look forward to future research findings.

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

487-89-8,487-89-8, Indole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of indole 3-carboxaldehyde (8y) (100 mmol) in ethanol (500 mL) at RT was added potassium hydroxide (1.1 equiv). The mixture was stuffed until total solubilization. The ethanol was completely removed in vacuum and the residual was dissolved in acetone (250 mL) followed by adding benzenesulfonyl chloride (1.1 equiv, 110 mmol). The reaction mixture was stuffed forhalf hour. The precipitate was filtered off and the filtrate was concentrated and recrystallized from methanol to give a white solid. Yield: 33%. ?H NMR (500 MHz, CDC13) oe 10.17 (s, 1 H), 8.25-8.39 (m, 2 H), 7.97-8.09 (m, 3 H), 7.69 (t, J= 7.33 Hz, 1 H), 7.59 (t, J= 7.5 Hz, 2 H), 7.39 -7.54 (m, 2 H). MS (ESI) calcd for C,5H,,N035 285.1, found 286.0 [M + Hf?.

487-89-8 Indole-3-carboxaldehyde 10256, aindole-building-block compound, is more and more widely used in various fields.

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Patent; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; WANG, Jin; CHEN, Jianjun; MILLER, Duane D.; LI, Wei; WO2014/138279; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2380-84-9,1H-Indol-7-ol,as a common compound, the synthetic route is as follows.

[463] To a mixture of 7-hydroxyindole (4.5 g, 33.8 mmol) and THE (200 mL) was added triphenylphosphine (17.7 g, 67.7 mmol), diisopropyl azodicarboxylate (13.3 mL, 67.7 mmol) and 2- chloroethanol (4.5 mL, 67.1 mmol). After stirring at it overnight, the reaction mixture was concentrated in vacuo and the resulting residue was purified by flash column chromatography on silica gel (100% heptane to 10% EtOAc/heptane) to afford 7-(2-chloroethoxy)indole (B1) as a pale yellow oil.

2380-84-9, The synthetic route of 2380-84-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; HUANG, Wei-Sheng; LI, Feng; DALGARNO, David, C.; GONG, Yongjin; ISHCHENKO, Alexey, V.; KOHLMANN, Anna; SHAKESPEARE, William, C.; WEST, Angela, V.; XU, Yongjin; YOUNGSAYE, Willmen; ZHANG, Yun; ZHOU, Tianjun; ZHU, Xiaotian; (444 pag.)WO2015/175632; (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

875-30-9, 1,3-Dimethyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under argon atmosphere,To a dry Schlenk tube were added sequentially tetrabutylammonium borofluoride copper (0.0025 mmol)(R) -XylBINAP (0.0015 mmol)And dry m-xylene (0.25 mL),After stirring at room temperature for 20 minutes, 1,3-dimethylindole (0.05 mmol dissolved in 0.25 mL of dry m-xylene)And 2- (4-tert-butylphenyl) -N-p-toluenesulfonylimidazine (0.11 mmol),After completion of the reaction was stirred at 15 C for 12 hours (TLC monitoring).The reaction was quenched by the addition of saturated aqueous sodium bicarbonate (5 mL), extracted with ethyl acetate (5 mL x 3), dried over anhydrous magnesium sulfate and the solvent removed under reduced pressure to give the crude product which was analyzed by 1H NMR for its diastereomer The proportion of dr> 20: 1, a mixed solvent of petroleum ether: ethyl acetate = 20: 1 (containing 0.5v% triethylamine) as developing solvent,The product was isolated by column chromatography (23.3 mg, yield: 98%, e.r. = 98.5: 1.5).

875-30-9, The synthetic route of 875-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Anhui Normal University; Chai Zhuo; Zhu Youmin; Wang Shaowu; Yang Peijun; Yang Gaosheng; (18 pag.)CN104804004; (2017); B;,
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.272-49-1,4-Azaindole,as a common compound, the synthetic route is as follows.

To a mixture of 1H-pyrrolo[3,2-b]pyridine (Purchased from Combi Blocks Inc.), (5 g) and DMF (100 mL) stirred under nitrogen at room temperature was added potassium hydroxide (9.02 g) followed by iodine (12.89 g) and the resulting mixture was stirred at room temperature for 1 h 5 min., then poured onto a mixture of Na2S2O5.5H2O (4.25 g), water (635 mL), and 28-30percent ammonium hydroxide (43 mL). The resultant mixture was cooled in an ice bath for 20 min, and the precipitate thus produced was filtered and washed with ice water then dried under vacuum to give the title compound (9.18 g). LCMS: m/z 245.39 [M+H]+. 1H NMR (400 MHz, DMSO-d6) ppm 7.17 (dd, J=8.1, 4.5 Hz, 1H) 7.72-7.87 (m, 2H) 8.38 (d, J=4.4 Hz, 1H) 11.74 (br. s., 1H)

272-49-1, As the paragraph descriping shows that 272-49-1 is playing an increasingly important role.

Reference£º
Patent; EISAI R&D MANAGEMENT CO., LTD.; PAYNE, Andrew; CASTRO PINEIRO, Jose Luis; BIRCH, Louise Michelle; KHAN, Afzal; BRAUNTON, Alan James; KITULAGODA, James Edward; SOEJIMA, Motohiro; WO2015/49574; (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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: N-phenyl glyoxylamide 1a (1.0 mmol), indole 2a (1.1 mmol), and 20 mmol% FeSO4 were added to 6 mL of C2H5OH and then the mixture was stirred at room temperature for 0.5 h. After the completion of the reaction (monitored by TLC analysis), the mixture was diluted with water and extracted with ethyl acetate (20 mL ¡Á 4). The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and the solvent was evaporated to dryness. The crude residue was purified by flash chromatography on silica (dichloromethane/methanol=80/1) to afford pure 2-hydroxy-2-(1H-indol-3-yl)-N-phenylacetamide 3a as a yellow solid (247.6 mg, 93% yield)., 1953-54-4

As the paragraph descriping shows that 1953-54-4 is playing an increasingly important role.

Reference£º
Article; Zheng, Yang; Li, Ren-Jun; Zhan, Zhen; Zhou, Yan; Hai, Li; Wu, Yong; Chinese Chemical Letters; vol. 27; 1; (2016); p. 41 – 46;,
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.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

Reference example19 2-methyl-1H-indol-4-yloxyphenylmethyl acetic acid benzyl ester Under argon gas, potassium carbonate (2.14g) and bromoacetic acid benzyl (1.08ml) were added to N, N-dimethyl formamide (10ml) solution containing 4-hydroxy-2-methyl-1H-indole (612mg), which was stirred at 60C for 1hour.. water was added to the reactive mixture, which was extracted by ethyl acetate.. The organic layer was sequentially washed with water and saturated brine, and then dried by anhydrous sodium sulfate.. The residue obtained by removal of the solvent was recrystallized by ethylacetate-hexane to give a title compound (1.3g) having the following physical properties. TLC:Rf 0.45 (hexane: ethyl acetate=7:3); NMR(CDCl3):delta 7.87 (brs, 1H), 7.40-7.30 (m, 5H), 7.01-6.94 (m, 2H), 6.44-6.36 (m, 2H), 5.25 (s, 2H), 4.80 (s, 2H), 2.43 (s, 3H)., 35320-67-3

35320-67-3 2-Methyl-1H-indol-4-ol 590225, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1424325; (2004); 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