Day: September 25, 2020

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

A. 4-Aminoindole. Iron powder (1.20 g, 21.58 mmol) and acetic acid (2.47 mL, 43.19 mmol) are added to a solution of 4-nitroindole (1.0 g, 6.17 mmol) in ethanol (20 mL). The resulting suspension is heated to reflux for 14 hours. The ethanol is removed by rotary evaporation and the residue is partitioned between water and ethyl acetate. The ethyl acetate layer is dried over magnesium sulfate, filtered, and the solvents removed by rotary evaporation. The crude residue is purified via silica gel column chromatography using 1% methanol/methylene chloride as the eluent. The appropriate fractions are combined and the solvents removed by rotary evaporation to yield 0.815 g of 4-aminoindole as an orange solid (82% yield).

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; The Procter & Gamble Company; US6162818; (2000); 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

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

under nitrogen protection,A commercially available 6.8 g of 3- (4-chlorobutyl) -5-cyanoindole was dissolved in 70 mL of ether with 8.9 g of cuprous iodide to form a reaction solution,Heated to reflux for 3.5 hours.Then the commercially available 5.9g5-piperazine-benzofuran 2-carboxylate and60 g of sodium methoxide was added to the stirred reaction solution,The reaction solution was reacted at 90 C for 5.5 hours until TLC was complete.The reaction solution was cooled to room temperature and poured slowlyStirring in 100 mL of aqueous potassium hydroxide solution, a large amount of yellow solid precipitated and precipitatedThe solid reaction solution was stirred for 1 hour and then filtered to obtain a filter cake which was washed with 50 mL of waterAfter three runs, 8.9 g of 5- (4- [4- (5-cyano-3-indolyl) -butyl] -1-piperazinyl)Benzofuran-2-carboxylate., 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; Suzhou Uugene Biopharma Co., Ltd.; Hu, Fan; Wang, Shenyong; Shao, Changkun; Li, Sheng; Wang, Xiaojun; Hu, Junkai; (12 pag.)CN103360373; (2016); 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

310886-79-4, Methyl 5-fluoro-1H-indole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

0.384 g (12 [MMOL)] of sodium hydride, at 75% by mass in liquid petroleum jelly, is added at a temperature in the region of [20C] under an argon atmosphere to a solution of 2.26 g [(11.] 7 [MMOL)] of [5-FLUORO-3-METHOXYCARBONYL-1] [H-INDOLE] in 60 cm3 of dimethylformamide. After stirring at a temperature in the region [OF 40C] for 0.5 hour, 1.98 g (12 [MMOL)] of 4-chloroquinoline are added. After stirring at a temperature in the region of [120C] for 6 hours, the reaction mixture is poured into 200 cm3 of water and extracted with 200 cm3 of ethyl acetate. The organic phase is washed with 3 times 100 cm3 of water and is then dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 3. 5 g of a brown solid which is purified by silica gel chromatography (eluent : dichloromethane). After concentrating the fractions under reduced pressure, 1. 6 g of [5-FLUORO-3-] [METHOXYCARBONYL-1-(QUINOL-4-YL)-1 H-INDOLE] are obtained in the form of a beige-coloured solid [MELTING AT 172C.], 310886-79-4

Big data shows that 310886-79-4 is playing an increasingly important role.

Reference£º
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/7480; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7145-71-3,N-(1H-Indol-5-yl)acetamide,as a common compound, the synthetic route is as follows.,7145-71-3

General procedure: To a dried two-neck round-bottom flask containing DMF (0.7mL for 1.10mmol of starting material) chilled in an ice bath, POCl3 (1.95 equiv) was added slowly. After stirring for 20min, a solution of an indole derivative (1.0 equiv) in DMF (3mL for 1.10mmol of starting material) was added dropwise. The reaction was allowed to warm to room temperature and allowed to stir for 1.5h. The reaction was quenched by adding ice followed by 1N NaOH (40mL) dropwise in an ice bath. The crude mixture was allowed to stand at room temperature and the precipitate formed was filtered to afford the 3-formyl-indole derivative product.

As the paragraph descriping shows that 7145-71-3 is playing an increasingly important role.

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
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.90271-86-6,5-Bromo-3-cyanoindole,as a common compound, the synthetic route is as follows.

General procedure: To a cold solution of the appropriate indoles 4a-d (4.2 mmol) in anhydrous DMF (7.8 mL) NaH(60% suspension in mineral oil, 6.3 mmol, 0.25 g) was added. After 30 min stirring at room temperature,tert-butyl (2-bromoethyl)carbamate [42] (6.3 mmol, 1.4 g) was added. The reaction mixture was heatedat 60 C for 24 h. After cooling, the mixture was poured into ice-water and extracted with ethyl acetate(3 20 mL). The organic phases were dried (anhydrous Na2SO4) and evaporated under reducedpressure. The residue was purified by column chromatography using petroleum ether/ethyl acetate(70/30) (for 5b-d) or petroleum ether/ethyl acetate (50/50) (for 5a) as eluent., 90271-86-6

As the paragraph descriping shows that 90271-86-6 is playing an increasingly important role.

Reference£º
Article; Carbone, Anna; Parrino, Barbara; Cusimano, Maria Grazia; Spano, Virginia; Montalbano, Alessandra; Barraja, Paola; Schillaci, Domenico; Cirrincione, Girolamo; Diana, Patrizia; Cascioferro, Stella; Marine Drugs; vol. 16; 8; (2018);,
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.4769-96-4,6-Nitro-1H-indole,as a common compound, the synthetic route is as follows.

To a mixture of 6-nitroindole (1 g, 6.2 mmol), zinc triflate (2.06 g, 5.7 mmol) and TBAI (1.7 g, 5.16 mmol) in anhydrous toluene (11 mL) was added DIEA (1.47 g, 11.4 mmol) at room temperature under nitrogen. The reaction mixture was stirred for 10 min at 120 C., followed by addition of t-butyl bromide (0.707 g, 5.16 mmol). The resulting mixture was stirred for 45 min at 120 C. The solid was filtered off and the filtrate was concentrated to dryness and purified by column chromatography on silica gel (Pet.Ether./EtOAc 20:1) to give 3-tert-butyl-6-nitro-1H-indole as a yellow solid (0.25 g, 19%). 1H NMR (CDCl3) delta 8.32 (d, J=2.1 Hz, 1H), 8.00 (dd, J=2.1, 14.4 Hz, 1H), 7.85 (d, J=8.7 Hz, 1H), 7.25 (s, 1H), 1.46 (s, 9H).

4769-96-4, As the paragraph descriping shows that 4769-96-4 is playing an increasingly important role.

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; US2012/309758; (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

610794-15-5, 4-Bromo-5-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

610794-15-5, 4-Bromo-5-methylindole (0.7 g, 3.35 mmol), bis(pinacolato)diboron (1.7 g, 6.7 mmol), KOAc (1 g, 10 mmol) and Pd(dppf)Cl2 (73 mg, 3 mol %) were suspended in dry DMSO (20 mL) in two 40 mL glass tubes which were tightly sealed with an aluminium/Teflon crimp. The samples were irradiated at 250 W, 180 C. for 40 min in a CEM-Discover mono-mode microwave reactor. After completion of the reactions, the vessels were cooled down to 60 C., combined and the crude mixture was filtered through a thin plug of celite. The celite plug was washed with EtOAc (50 mL), the organic fractions were combined and the solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography and then prep-HPLC to give 5 (280 mg, 33%). 1H NMR CDCl3400 MHz delta 1.41 (s, 12H), 2.63 (s, 3H), 6.96-6.97 (m, 1H), 7.01-7.03 (m, 1H), 7.18-7.20 (m, 1H), 7.32-7.34 (m, 1H), 8.13 (s, 1H)

As the paragraph descriping shows that 610794-15-5 is playing an increasingly important role.

Reference£º
Patent; SAREUM LIMITED; Reader, John Charles; US2015/18367; (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

111258-23-2, Methyl 4-methoxy-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,111258-23-2

(i) 3,7-Diiodo-4-methoxy-1H-indole-2-carboxylic acid methyl ester To a solution of 1 g 4-Methoxy-1H-indole-2-carboxylic acid methyl ester in 15 ml DCM, 5.4 g Bis(pyridine)iodonium(I) tetrafluoroborate were added at RT and the reaction was stirred over night. Then, the reaction mixture was diluted with 20 ml DCM and washed with sat. Na2S2O3 solution and water. The organic layer was separated and dried over Na2SO4 and the solvent removed under reduced pressure. The residue was used in the subsequent reaction without further purification. Yield: 1.6 g.

111258-23-2 Methyl 4-methoxy-1H-indole-2-carboxylate 688172, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Nazare, Marc; Essrich, Melanie; Will, David William; Matter, Hans; Ritter, Kurt; Wehner, Volkmar; US2003/199689; (2003); 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.52488-36-5,4-Bromo-1H-indole,as a common compound, the synthetic route is as follows.

52488-36-5, General procedure: Phosphorus oxychloride (2.3 mL, 24.0 mmol) was added to ice-cold, stirred, dry dimethylformamide (7.8 mL, 99.0 mmol) followed by dry pyridine (2.0 mL, 26.0 mmol). A solution of the foregoing protected indole-4-methanol 33 (8.50 g, 22.0 mmol) in dimethylformamide (3 mL) was then added dropwise and the resulting solution warmed to 35 C for 0.75 h before being poured onto ice. Sodium hydroxide (4.00 g) in water (200 mL) was added in portions and the resulting mixture boiled for 2 min then cooled and extracted with dichloromethane (3¡Á50 mL). The combined extracts were dried, filtered and evaporated to give the indole-3-carboxaldehyde35 (7.52 g, 82%) as a brown oil

As the paragraph descriping shows that 52488-36-5 is playing an increasingly important role.

Reference£º
Article; Griffiths-Jones, Charlotte M.; Knight, David W.; Tetrahedron; vol. 67; 44; (2011); p. 8515 – 8528;,
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

1477-49-2, 3-Indoleglyoxylic Acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

9.2 6-(1H-indol-3-yl)-3-(3-piperidin-1-yl-propylamino)-4H-1,2,4-triazin-5-one A solution of 0.55 g of (1H-indol-3-yl)-oxo-acetic acid and 1.04 g of N-(3-piperidin-1-yl-propyl)-hydrazinecarboximidamide hydroiodide, prepared in stage 9.1, in 3.5 cm3 of water is placed in a reactor. After sealing the tube, the mixture is submitted to discontinuous microwave irradiation for 10 min so that the temperature of the mixture is maintained at 140 C. Then cool the reaction mixture to a temperature close to 20 C., add ethanol and evaporate to dryness under reduced pressure (2.7 kPa) to give a residue which is purified by flash chromatography on silica under argon pressure (50 kPa) [eluent: dichloromethane/methanol/ammonia 32% (90/10/1 by volume)]. After concentrating the fractions under reduced pressure (2.7 kPa), we get 35 mg of 6-(1H-indol-3-yl)-3-(3-piperidin-1-yl-propylamino)-4H-1,2,4-triazin-5-one in the form of a solid. Mass spectrum (ES): m/z=353 (MH+, base peak). 1H-NMR spectrum (300 MHz)-delta in ppm-in DMSO-d6: From 1.15 to 1.85 (m spread-out, 6H); 1.95 (m, 2H); from 2.80 to 3.55 (m spread-out, 8H); from 7.05 to 7.22 (m, 3H); 7.47 (d broad, J=8.0 Hz, 1H); 8.31 (d broad, J=8.0 Hz, 1H); 8.62 (d, J=2.5 Hz, 1H); from 8.95 to 9.15 (m spread-out, 1H); 11.45 (m broad, 1H); 12.3 (m spread-out, 1H)., 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
Patent; AVENTIS PHARMA S.A.; US2008/96891; (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