Day: August 24, 2020

24985-85-1, Ethyl 5-hydroxyindole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cold (0 C.) mixture of ethyl-5-hydroxyindole-2-carboxylate (purchased at Biosynth, H-6350, 20.5 g, 1.0 eq.), (R)-1-benzyl-3-pyrrolidinol (23 g, 1.3 eq.) and tri-n-butylphosphine (58 mL, 2.0 eq.) was slowly added 1,1′-(azodicarbonyl)dipiperidine (50.4 g, 2.0 eq.) in several portions. The reaction mixture was stirred at room temperature overnight and then filtered off. The filtrate was concentrated in vacuo and diethylether was added. The precipitate was filtered off and the filtrate was concentrated in vacuo and purified on silica eluding with dichloromethane/methanol/ammoniac. One fraction was isolated and dried in vacuo, to yield 18 mg (49%) of the desired product as light yellow foam. MS (m/e): 365.5 (MH+, 100%).

The synthetic route of 24985-85-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nettekoven, Matthias; Plancher, Jean-Marc; Richter, Hans; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Taylor, Sven; US2007/123526; (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

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 (150 g, 1.llmol) and DMAP (4.5 g, 3%Wt)in THF (2.5 L) was added (Boc)20 (255 g, 1.16 mol) dropwise. The mixture was stirred at roomtemperature overnight. The organic solvent was removed in vacuum, and the residue was purified by column chromatography (PE) to give tert-butyl 4-fluoro-1H-indole-1-carboxylate (250 g, yield: 96%). ?H-NMR (CDC13, 400 MHz) 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.

The synthetic route of 387-43-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda, L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/123793; (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

10241-97-1, 5-Methyl-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A vial was charged with 5-methyl-lH-indole-2-carboxylic acid (175 mg, 1.00 mmol, 1.00 equiv), DCM (10 mL) and oxalyl chloride (381 mg, 3.00 mmol, 3.00 equiv). N,N- Dimethylformamide (0.05 mL) was added at 0 ¡ãC. The resulting solution was stirred for 4 h at room temperature and concentrated under reduced pressure to provide 194 mg (crude) of 5- methyl-lH-indole-2-carbonyl chloride

As the paragraph descriping shows that 10241-97-1 is playing an increasingly important role.

Reference£º
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50292-95-0,3,3-Bis(2-methyl-1-octyl-1H-indol-3-yl)isobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

Example A2:; A solution of 10.00 g Pergascript I-6B (RN 50292-95-0), 1.259 g dithiodiethanol and 3.95 g of toluene sulfonic acid monohydrate in 100ml chloroform is refluxed for 4 days with a water separator.After that time no separation of water is observed any more.The solvent is removed in vacuo and the crude product was purified by column chromatography (silica, toluene/acetone gradient).Yield: 1.78 g of the compound of formula(102) EPO MS (ES+): m/z = 677 (IVT); UV/VIS: lambdamax = 531 nm.

The synthetic route of 50292-95-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2007/39528; (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

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

Step 1: Preparation of 4-fluoro-1-tosyl-1H-indole (F-1) [0329] To a flask was added 4-fluoro-1H-indole (1000 mg, 7.40 mmol), sodium hydride (326 mg, 8.14 mmol), and DMF (14.8 mL). The solution was allowed to stir at room temperature for 30 min. 4-methylbenzene-1-sulfonyl chloride (2116 mg, 11.10 mmol) was then added to the flask and the resulting solution was allowed to stir for 3 hours. The mixture was diluted with ethyl acetate, washed 2¡Á with aqueous sodium hydrogen carbonate and 1¡Á with brine. The combined aqueous layer was back extracted once with ethyl acetate, combined organic layers were dried with Na2SO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified by flash chromatography (EtOAc/Hexane 0-75percent) to give the desired product as a colorless solid. (1.76 g, 82percent) LCMS (ESI) calc’d for C15H12FNO2S [M+H]+: 290. found: 290. .

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

Reference£º
Patent; Barr, Kenneth J.; Maclean, John K.; Zhang, Hongjun; Beresis, Richard T.; Zhang, Dongshan; Andresen, Brian M.; Anthony, Neville J.; Lapointe, Blair T.; Sciammetta, Nunzio; US2015/191434; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14430-23-0,5,6-Dimethoxyindole,as a common compound, the synthetic route is as follows.

General procedure: Compounds 4 a-d were prepared according a previously reportedprocedure [40,49]. The appropriate indole 3 a-d (1 mmol)was added to a solution of phosphoryl chloride (0.92 mL, 10 mmol)in dimethylacetamide (2.79 mL, 30 mmol) and the resultingmixture was stirred at room temperature for 24 h. Then, the reactionmixturewas basified with sodium hydroxide solution (4N) andextracted with EtOAc (3 10 mL). The organic phases were driedover Na2SO4 and the solvent removed under reduced pressure. Thefinal compounds were obtained by crystallization with amixture ofEt2O and DCM.

The synthetic route of 14430-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ferro, Stefania; De Luca, Laura; Germano, Maria Paola; Buemi, Maria Rosa; Ielo, Laura; Certo, Giovanna; Kanteev, Margarita; Fishman, Ayelet; Rapisarda, Antonio; Gitto, Rosaria; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 591 – 598;,
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

1670-83-3, Indole-7-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example S67; Preparation of 1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-(2-hydroxy-ethyl)-amide; 3.24 g (20 mmol) of 4-tert-butyl benzaldehyde and 1.22 g (20 mmol) of ethanol amine were dissolved in 20 ml methanol and stirred at rt for 30 min. 740 mg (20 mmol) of sodium borohydride were added in portions under nitrogen and the reaction mixture was stirred for 1 h at rt after complete addition. The solvent was evaporated and the residue was dissolved in diethyl ether. The organic layer was washed twice with water, dried over sodium sulfate, filtered and the solvent was evaporated. The residue was dissolved in 20 ml DCM and 3.22 g (20 mol) of 1H-indole-7-carboxylic acid and 3.82 g (20 mmol) of EDC.HCl were added. The reaction mixture was stirred at rt over night. The solvent was evaporated and the residue was dissolved in EtOAc. The organic layer was washed twice with 1N aqueous HCl solution, once with 2N aqueous NaOH solution and once with saturated aqueous NaCl solution, dried over sodium sulfate, filtered and the solvent was evaporated to leave a colorless oil, which on treatment with diethyl ether yielded 2.54 g (36%) product as a white solid after filtration and drying. MS (ISP) 351.3 (M+H)+.

The synthetic route of 1670-83-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2006/30613; (2006); 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

55052-28-3, 4-Chloro-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General Procedure for Preparation of XYInt01; To a solution of azaindole derivative X in hexamethylphosphoramide (HMPA) at 0 C., natrium hydrogen (NaH; 1.2 eq) was added and stirred further. After 1 hour, an alkyl halides Y such as methyl iodide, ethyl iodide, n-propyl bromide, iso-propyl bromide, n-butyl bromide, isobutyl bromide (1.5 eq, 1 h) or O-t-butyldimethylsilyl-2-chloroethanol (10 eq, 24 h) or O-t-butyldimethylsilyl-2-chloropropanol (1.5 eq) was added and stirred. After completion of the reaction (monitored by thin layer chromatography (TLC)), the reaction was quenched by ice cold water and extracted with ethyl acetate (EtOAc; 3¡Á). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to leave a residue of crude product. The crude product was purified by column chromatography to afford XYInt01 (75-85% yield).; Example 264; 4-chloro-N-(cycloheptylmethyl)-1-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxamide; Synthesised according to the procedure disclosed in Example 2 where X is 4-chloro-7-azaindole, Y is methyl iodide, and Z is cycloheptylmethyl amine. Formula: C17H22ClN3O; Molecular Weight: 319.8; Mass/charge ratio: 319.1 (100.0%), 321.1 (32.4%), 320.1 (19.5%), 322.1 (6.3%), 321.2 (1.6%); Elemental analysis: C, 63.84; H, 6.93; Cl, 11.08; N, 13.14; O, 5.00.

55052-28-3 4-Chloro-7-azaindole 11389493, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; AFFECTIS PHARMACEUTICALS AG; US2009/312366; (2009); 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.271-34-1,5-Azaindole,as a common compound, the synthetic route is as follows.

Step C: 5-Azaindole (10.00g, 84.65mmol, 1.00eq), Boc2O (19.40g, 88.88mmol, 20.42mL, 1.05eq) and 200mLdichloromethane were added to a single-neck round bottom flask, followed by addition of DMAP (1.03g, 8.47mmol,0.10eq) under nitrogen atmosphere. The reaction solution was stirred at 20C for 12 hours, then concentrated andpurified by silica gel column chromatography (EA/PE=0%-40%) to give 95. 1H NMR (400MHz, CHLOROFORM-d) delta8.89 (s, 1H), 8.47 (d, J=6.0 Hz, 1H), 7.98 (d, J=5.6 Hz, 1H), 7.61 (d, J=3.6 Hz, 1H), 6.65 (d, J=3.6 Hz, 1H), 1.69 (s, 9H).

As the paragraph descriping shows that 271-34-1 is playing an increasingly important role.

Reference£º
Patent; Luoxin Biotechnology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Stock Co., Ltd.; LU, Jianyu; DING, Charles Z.; HU, Lihong; HE, Huijun; CHEN, Shuhui; DONG, Jiaqiang; WANG, Tie-lin; (124 pag.)EP3434668; (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

4769-96-4, 6-Nitro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[000427j To a stirred solution of compound 1 (1 g, 1 eq) in DMF (5 mL), NaH (0.222 g, 1.5 eq)was added at 0C followed by the addition of methyl iodide (1.3 mL, 1.5 eq) at same temperature. The reaction mixture was stirred at same temperature for 1 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate (2 X 25 mL). Combined organic extracts were washed with brine, dried over anhydrous sodium sulfate and evaporated under reduced pressure to afford the title compound 2.

The synthetic route of 4769-96-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (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