Day: February 28, 2022

383132-31-8, 5-Bromo-7-chloro-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 mixture of 5-bromo-7-chloroindole-2-carboxylic acid (1.02 g, 3.71 mmol), 2- thiophenemethylamine (418.5 muL, 4.08 mmol), N, N-di-isopropylethylamine (1.94 mL, 11.12 mmol), and PyBroP (1.90 g, 4.08 mmol) was stirred in DMF (15 mL) at room temperature for 30 min. The mixture was diluted with EtOAc (150 mL) and washed successively with 2N HCl (2 x 50 mL), saturated aqueous NaHCO3 (50 mL), and brine (50 mL). The organic phase was dried (MgSO4), and filtered through a small pad of silica gel. Concentration of the solvent gave 5-bromo-7-chloro-lH-indole-2-carboxylic acid (thiophen-2-ylmethyl)-amide (1.50 g) as a white solid which was used for the next step without further purification. 1H NMR (d6-DMSO, 300 MHz) delta 4.67 (d, 2H, J – 5.9 Hz), 6.97 (dd, IH, J = 3.5, 5 Hz), 7.06 (dd, IH, J = 1.2, 3.5 Hz), 7.19 (s, IH), 7.41 (dd, IH, J = 1.2, 5 Hz), 7.46 (d, IH, J = 1.5 Hz), 7.86 (d, IH, J = 1.5 Hz), 9.21 (t, IH, J = 5.9 Hz), 1 1.98 (s, IH); MS (ESI) m/z = 368.9, 370.9 (MH+).

383132-31-8, The synthetic route of 383132-31-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENELABS TECHNOLOGIES, INC.; WO2009/23179; (2009); 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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 10 (0.5 mmol) and 1H-indole-3-carbaldehydederivatives 11 (0.5 mmol) in 2mL anhydrous methanol, AlCl3(0.05 mmol) was added then the mixture was stirred for 4-8 h in15 mL heavy-wall pressure vessel at 70C. When the completion ofreaction (TLC check), the mixture was naturally cooled to roomtemperature, and the resulting solidwas filtered. The crude productwas purified by silica gel column chromatography or recrystallizationin ethyl acetate to afford target compounds 12a-m as whitesolid with yield ranged from 56% to 75%., 2795-41-7

2795-41-7 6-Fluoroindole-3-carboxaldehyde 262903, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Zhai, Min’an; Liu, Shiyuan; Gao, Meiqi; Wang, Long; Sun, Jun; Du, Jianan; Guan, Qi; Bao, Kai; Zuo, Daiying; Wu, Yingliang; Zhang, Weige; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 426 – 435;,
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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 6-Fluoro-3-(2-nitropropenyl)-1H-indole was prepared by combining 6-fluoroindole-3-carboxaldehyde (485 mg, 2.97 mmol), nitroethane (6.0 mL), and ammonium acetate (250 mg, 3.27 mmol). The reaction solution was allowed to reflux 2 hours. The reaction solution was diluted with EtOAc (100 mL), washed with H2O (50 mL*2), partitioned, dried over Na2SO4, filtered, and concentrated under reduced pressure to provide 560 mg (86% yield) of 6-fluoro-3-(2-nitropropenyl)-1H-indole; 1H NMR (CDCl3) delta 11.03 (1H, br s), 8.41 (1H, s), 7.63 (1H, dd), 7.50 (1H, s), 7.06 (1H, dd), 6.92 (1H, t), 2.44 (3H, s); TLC (SiO2 plate, 100% DCM) Rf=0.7., 2795-41-7

As the paragraph descriping shows that 2795-41-7 is playing an increasingly important role.

Reference：
Patent; Busch, Brett; Flatt, Brenton T.; Gu, Xiao-Hui; Martin, Richard; Mohan, Raju; Wang, Tie-Lin; Wu, Jason H.; US2005/54634; (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

879-37-8, Indole-3-acetamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

879-37-8, EXAMPLE 134 S-3-(5-hydroxymethyl-4,5-dihydro-6H-[1,4]diazepino[6,7,1-hi]indol-1-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dione [0796] To a suspension of indole-3-acetamide (0.501 g, 2.34 mmol) and (S-6-(tert-butoxycarbonyl)-5-(tert-Butoxy)methyl-4,5-dihydro-6H-[1,4]diazepino[6,7,1-hi]indol-1-yl)oxo-acetic acid methyl ester (1.00 g, 2.34 mmol) in tetrahydrofuran (10 ml) at 0 C. was added potassium tert-butoxide (9.36 mmol, 9.36 ml, 1M in THF). The reaction was allowed to warm to 20-24 C. and stirred for 15 hours. The reaction was quenched with concentrated hydrochloric acid (5 ml) and stirred for 30 minutes. The reaction was then basified with 5N sodium hydroxide and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was dissolved in ethanol (10 ml) and 5N hydrochloric acid (10 ml) was added. The reaction mixture was then stirred for 30 minutes, cooled to room temperature and concentrated under reduced pressure. The residue was made basic with 5N sodium hydroxide and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride, dried over magnesiun sulfate, filtered and concentrated under reduced pressure. The residue was then subjected to silica gel chromatography, eluting with ethyl acetate:methanol (9:1). Fractions containing the desired compound were combined and concentrated under reduced pressure to provide 0.60 g (65%) of the title compound as a red solid. [0797] MS (ES, m/z) (M+1)=413.0.

879-37-8 Indole-3-acetamide 397, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Al-Awar, Rima Salim; Hecker, Kyle Andrew; Ray, James Edward; Huang, Jianping; Joseph, Sajan; Li, Tiechao; Paal, Michael; Rathnachalam, Radhakrishnan; Shih, Chuan; Waid, Philip Parker; Zhou, Xun; Zhu, Guoxin; US2003/229026; (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.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

In 150ml absolute N,N-dimethylformamide 16.8g 2,2,2-trifluoro-1-(1H-indol-3-yl)-ethanone are dissolved and then 12.7g dry potassium carbonate are added. Then, 22g 3,5-dichloro-4-fluorobenzotrifluoride is added in one portion. The resulting suspension is stirred for 3 hours at 90C. After removal of the solvent in vacuo the resulting residue is suspended in 300ml diethyl ether, the suspension washed with water, the aqueous phase twice extracted with diethyl ether and the combined organic phases evaporated in vacuo to give 1-[1-(2,6-dichloro-4-trifluoromethyl-phenyl)-1H-indol-3-yl]-2,2,2-trifluoroethanone, which can be used without further purification.

14618-45-2, As the paragraph descriping shows that 14618-45-2 is playing an increasingly important role.

Reference：
Patent; Novartis AG; EP1783114; (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

885518-25-2, 6-Fluoro-1H-indol-4-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,885518-25-2

Step D: l-(4-chlorobenzyl)-6-fluoro-lH-indol-4-amineA mixture of 6-fluoro-lH-indol-4-amine (5 g, 0.033 mol), 4-chlorobenzyl chloride (5.55 g, 0.035 mol) and sodium hydroxide (1.32 g, 0.033 mol) was heated at 60 C for 3 h. The solvent was evaporated and the residue was dissolved in EA (150 mL) and water (70 mL). The aqueous layer was extracted with EA and washed with brine (100 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel flash chromatography (PE: EA = 8 1) to afford the title compound. LC/MS m/z = 275.1 [M+H]+.

885518-25-2 6-Fluoro-1H-indol-4-amine 24728022, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; CRESPO, Alejandro; LAN, Ping; MAL, Rudrajit; OGAWA, Anthony; SHEN, Hong; SINCLAIR, Peter J.; SUN, Zhongxiang; BUNTE, Ellen K. Vande; WU, Zhicai; LIU, Kun; DEVITA, Robert J.; SHEN, Dong-Ming; SHU, Min; TAN, John Qiang; QI, Changhe; WANG, Yuguang; BERESIS, Richard; WO2012/97744; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.885518-25-2,6-Fluoro-1H-indol-4-amine,as a common compound, the synthetic route is as follows.,885518-25-2

General procedure: The solution of isatin (380 mumol), 1H-indole-4-amine (380 mumol, 1.0 equiv), and Meldrum’s acid (380 mumol, 1.0 equiv) in DMF (4.0 ml) was heated to 120 C for 2 h. The reaction mixture was cooled down to room temperature and concentrated to remove the solvents. The crude residue was subjected to reverse phase preparative HPLC to provide pure products.

As the paragraph descriping shows that 885518-25-2 is playing an increasingly important role.

Reference：
Article; Zou, Bin; Chen, Chun; Leong, Seh Yong; Ding, Mei; Smith, Paul W.; Tetrahedron; vol. 70; 3; (2014); p. 578 – 582;,
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

61019-05-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61019-05-4,5-Methoxy-7-methyl-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: In a typical reaction, DAC (0.20 mmol) was mixed with indole (0.20 mmol) and PTSA (10 mol%) in ethanol (1.0 mL). The mixture was then stirred at 60C for 20 min. After reaction, the mixture was cooled to room temperature, and the product was obtained by isolation with preparative TLC (eluting solution: petroleum ether/ethyl acetate=5/1 (v/v)). Tests for substrate scope were all performed with an analogous procedure. Large scale synthesis was also performed in a similar procedure. The product was isolated by silica column chromatography (eluting solution: petroleum ether/ethyl acetate=8/1 (v/v)).

61019-05-4 5-Methoxy-7-methyl-1H-indole 12338917, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Liu, Changhui; Zhou, Li; Huang, Wenbo; Wang, Man; Gu, Yanlong; Tetrahedron; vol. 72; 4; (2016); p. 563 – 570;,
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

14618-45-2, 3-(Trifluoroacetyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Diethyl (1-fluoro-1-carbethoxymethyl) phosphonate (1, 2mmol) and 1 ml of CH2Cl2 were placed into a nitrogenflushed round-bottomed flask equipped with magnetic stirring.NaH (2 mmol) was added at room temperature to theabove solution. Then 1 mmol of the trifluoromethyl ketoneor fluoral was added. The progress of the reaction was monitoredby TLC and GC-MS, and after its completion the mixturewas passed through a short silica-gel column withCH2Cl2 as solvent to remove phosphine oxide. The crudeproducts were purified by flash chromatography

14618-45-2, The synthetic route of 14618-45-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Landge, Shainaz M.; Roek, Bela Toe; Letters in Organic Chemistry; vol. 11; 5; (2014); p. 374 – 379;,
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.170147-29-2,tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 93B; 5 -Hydroxy-indole- 1-carboxylic acid tert-butyl ester; [0464] A solution of the product of Example 93 A (680 mg, 2.103 mmol) in ethanol (20 mL) was treated with 10% palladium-on-carbon (68 mg) and ammonium formate (265 mg, 4.205 mmol), and stirred at room temperature under a nitrogen atmosphere for 1 hour. The reaction was filtered through a 0.45 mu PTFE membrane and the catalyst washed with methanol. The filtrate was concentrated by rotary evaporation under vacuum and the residue taken up in ethyl acetate (50 mL), washed with water (2 x 25 mL) and brine (25 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the title compound as a white solid (475 mg, 96%).

170147-29-2, 170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; ABBOTT LABORATORIES; WO2007/76034; (2007); 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