Huang, Mao-Gui et al. published their research in Organic Letters in 2021 | CAS: 400071-95-6

5-Bromo-1-methyl-1H-indole-3-carboxylic acid (cas: 400071-95-6) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Category: indole-building-block

Salicylaldehyde-Promoted Cobalt-Catalyzed C-H/N-H Annulation of Indolyl Amides with Alkynes: Direct Synthesis of a 5-HT3 Receptor Antagonist Analogue was written by Huang, Mao-Gui;Shi, Shuai;Li, Ming;Liu, Yue-Jin;Zeng, Ming-Hua. And the article was included in Organic Letters in 2021.Category: indole-building-block This article mentions the following:

A cobalt-catalyzed annulation of the C(sp2)-H/N-H bond of indoloamides with alkynes assisted by 8-aminoquinoline is reported for the synthesis of six-membered indololactams. The use of salicylaldehyde as the ligand is crucial for this transformation. The protocol has a broad scope for both alkynes and indoles. Preparing an active Co complex illustrates that salicylaldehyde plays a key role in the C-H activation step. The synthetic applications are proven by the gram-scale reaction and one-step construction of the multicyclic 5-HT3 receptor antagonist. In the experiment, the researchers used many compounds, for example, 5-Bromo-1-methyl-1H-indole-3-carboxylic acid (cas: 400071-95-6Category: indole-building-block).

5-Bromo-1-methyl-1H-indole-3-carboxylic acid (cas: 400071-95-6) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Category: indole-building-block

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Analyzing the synthesis route of 400071-95-6

400071-95-6, As the paragraph descriping shows that 400071-95-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.400071-95-6,5-Bromo-1-methyl-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the amine (1 .0 – 1 .2 eq.) and the carboxyindole (1 .0 eq.) in DCE or EtOAc (0.14 -0.25 M) in a microwave vial, was added DIPEA or TEA (2.2 – 3.0 eq.) followed by T3P (50% in EtOAc) (2.4 – 3.0 eq.). The flask was sealed and heated to 120C-140C for 0.5-1 hr under microwave irradiation. Upon completion the reaction mixture was diluted with EtOAc and washed with NH4CI, Na2CO3 (sat. aq.) and brine. The organic phase was dried over MgSO4 and concentrated in vacuo. The crude product was purified by silica gel column chromatography or pTLC to afford the desired amide.

400071-95-6, As the paragraph descriping shows that 400071-95-6 is playing an increasingly important role.

Reference:
Patent; BIONOMICS LIMITED; HARVEY, Andrew; HUFF, Belinda; SINGH, Rajinder; KUCHEL, Nathan; WO2014/172759; (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

Downstream synthetic route of 400071-95-6

400071-95-6 5-Bromo-1-methyl-1H-indole-3-carboxylic acid 11032413, aindole-building-block compound, is more and more widely used in various fields.

400071-95-6, 5-Bromo-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,400071-95-6

In a dry flask under argon, the carboxylic acid (2m) (100 mg, 0.39 mmol) was dissolved in dry dichloromethane (3 mL) and few drops of dry DMF. The sluggish solution was cooled to 0 C and freshly distilled oxalyl chloride (60 mg, 0.47 mmol) was added dropwise. The mixture was then stirred for 4 hours at room temperature and directly evaporated with toluene under reduced pressure. The desired acid chloride was obtained as a yellow solid and used straightaway.

400071-95-6 5-Bromo-1-methyl-1H-indole-3-carboxylic acid 11032413, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noel; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; JEANTY, Matthieu; WO2013/14102; (2013); 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

Some tips on 400071-95-6

The synthetic route of 400071-95-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.400071-95-6,5-Bromo-1-methyl-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.,400071-95-6

In a dry flask under argon, the carboxylic acid (2m) (100 mg, 0.39 mmol) was dissolved in dry dichloromethane (3 mL) and few drops of dry DMF. The sluggish solution was cooled to 0 C and freshly distilled oxalyl chloride (60 mg, 0.47 mmol) was added dropwise. The mixture was then stirred for 4 hours at room temperature and directly evaporated with toluene under reduced pressure. The desired acid chloride was obtained as a yellow solid and used straightaway.

The synthetic route of 400071-95-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universite Joseph Fourier; Denis, Jean-Noel; Jolivalt, Claude, Marcelle; Maurin, Max, Maurin, Louis; Jeanty, Matthieu; EP2548864; (2013); 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

New learning discoveries about 400071-95-6

400071-95-6 5-Bromo-1-methyl-1H-indole-3-carboxylic acid 11032413, aindole-building-block compound, is more and more widely used in various fields.

400071-95-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.400071-95-6,5-Bromo-1-methyl-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: 5-Bromo-1-methyl-indolyl-3-carbohydrazide or 1-methylindolyl-3-carbohydrazide (500 mg, 1.0 eq.) was added to differentindole-3-carboxylic acids (1.87 mmol, 1.0 eq.). To this reactionmixture, 12 vol of polyphosphoric acid was added and heated at90oc over a period of 3.5 he4 h. The reaction mixture was cooled toroom temperature and followed by addition of ice. The PH of theabove reaction mixture was brought to neutral by using sodiumbicarbonate solution. The solid obtained was separated and dried.The crude compoundwas purified by column chromatography withDCM solvent. The solvent was concentrated with rotary undercooling conditions when yellow colored solid was formed. It waswashed with n-hexane and ether solvent to remove non-polar andsemi-polar impurities, which yielded the pure compound in yellowcolor.

400071-95-6 5-Bromo-1-methyl-1H-indole-3-carboxylic acid 11032413, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Article; Sreenivasulu, Reddymasu; Tej, Mandava Bhuvan; Jadav, Surender Singh; Sujitha, Pombala; Kumar, C. Ganesh; Raju, Rudraraju Ramesh; Journal of Molecular Structure; vol. 1208; (2020);,
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