Month: November 2022

On December 18, 2012, Bunescu, Ala; Wang, Qian; Zhu, Jieping published an article.SDS of cas: 65417-22-3 The title of the article was Synthesis of indoles by copper-catalyzed heteroannulation of o-aminophenylboronic acid pinacol esters with β-keto esters. And the article contained the following:

Copper-catalyzed coupling of o-aminophenylboronic acid pinacol esters with β-keto esters afforded, under mild base-free oxidative conditions, 2,3-disubstituted indoles featuring a key Chan-Lam-type carbon-carbon bond-forming reaction. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).SDS of cas: 65417-22-3

The Article related to indole preparation, aminophenylboronic acid pinacol ester keto ester copper catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.SDS of cas: 65417-22-3

Referemce:
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

On March 3, 2017, Jiang, Xue; Tang, Weijun; Xue, Dong; Xiao, Jianliang; Wang, Chao published an article.Synthetic Route of 52537-00-5 The title of the article was Divergent Dehydrogenative Coupling of Indolines with Alcohols. And the article contained the following:

The dehydrogenative coupling of indolines with alcs. catalyzed by an iridium complex has been achieved to afford both N- and C3-alkylated indoles selectively, by simply changing the addition time of a base additive. The iridacycle catalyst plays multiple roles in these reactions, which dehydrogenates both amines and alcs. and catalyzes the coupling reactions. Mechanistic studies reveal that a borrowing hydrogen-dehydrogenation process and a dehydrogenation-borrowing hydrogen process are involved in N-alkylation and C3-alkylation reactions, resp. The C3-alkylation reaction involves the direct coupling of two sp3 carbon centers. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Synthetic Route of 52537-00-5

The Article related to iridium catalyst dehydrogenative coupling indoline alc, indole alkylated preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route of 52537-00-5

Referemce:
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

On February 6, 1996, Hashimoto, Rie; Okada, Hideo; Mochizuki, Atsuya; Ooi, Hideo; Endo, Mamoru; Miki, Wataru; Konya, Kazumi published a patent.Computed Properties of 52537-00-5 The title of the patent was Preparation of 5,6-dichloro-1-methylgramine and antifouling agents against adhering aquatic organisms. And the patent contained the following:

The title compound (I) is prepared An antifouling agent against adhering aquatic organisms contains at least one compound selected from 5,6-dichlorogramine, 5-chloro-2-methylgramine, 5-bromo-2-methylgramine, 1,2-dimethyl-6-bromogramine, and I as the active ingredient. This antifouling agent prevents aquatic organisms such as sea weeds, barnacles, Mytilus edulis, etc. adhering and damaging a bottom of a ship, a fishing net, a buoy, aqueous structures such as facilities attached to a dam and bay, and water inlet channels for cooling water of a condenser for a power plant or an heat exchanger in petrochem. industry. Thus, 1.9 g 5,6-dichloroindole was dissolved in DMF, treated with NaH at 5°, stirred at 5° for 30 min, treated dropwise with 1.5 g MeI, and stirred at room temperature for 3 h to give 2.2. g crude 5,6-dichloro-1-methylindole, which was added to a solution of 1.3 mL 40% dimethylamine, 0.9 mL 35% formalin, and 1.7 mL AcOH, and stirred overnight to give 61.5% I. I (0.0025 mg) was dissolved in 0.1 mL MeOH, coated on a round petri dish (diameter 4 cm), and dried. Filtered sea water (5 mL) and 10 barnacle larvae were added to the treated petri dish and left in the dark at 23° for 24 h to show that no larvae adhered to the petri dish. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

The Article related to chloromethylgramine preparation antifouling agent, aquatic organism antifouling agent, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Computed Properties of 52537-00-5

Referemce:
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

On March 31, 1986, Pindur, Ulf; Flo, Camran published an article.Name: Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Reactions of electron-rich heterocycles with derivatives of carboxylic ortho acids. VII. Regioselective, mild acylation of 2-methylindole with di- and trialkoxycarbenium tetrafluoroborates. A simple procedure for deriving 3-acyl-2-methylindoles and 3-methoxycarbonyl-2-methylindole. And the article contained the following:

The regioselective acylation of 2-methylindole with RC+(OR1)2BF4- (R = H, Me, R1 = Et; R = Ph, R1 = Me; R = OMe, R1 = Me) gave indoles I [R2 = MeCOPhCO,CO2Me). The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Name: Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to methylindole acylation alkoxycarbenium tetrafluoroborate regiochem, indole acyl carboxy, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Name: Methyl 2-methyl-1H-indole-3-carboxylate

Referemce:
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

On March 31, 2013, Liu, Jin-Qiang; Chen, Xin-Zhi; Ji, Baoming; Zhao, Bang-Tun published an article.Application of 79815-20-6 The title of the article was Transformation of L-phenylalanine to (S)-indoline-2-carboxylic acid without group-protection. And the article contained the following:

(S)-Indoline-2-carboxylic acid was synthesized by use of a nitro amination approach with L-phenylalanine as chiral pool. The first step of the synthesis was nitration of L-phenylalanine, with urea nitrate (UN)/H2SO4 as nitrating reagent, to give 2,4-dinitro-L-phenylalanine in 75.7 % yield in one-pot synthesis and 69.1 % yield by step-wise nitration. Intramol. nitro amination of 2,4-dinitro-L-phenylalanine gave (S)-6-nitro-indoline-2-carboxylic acid in 65.7 % yield and more than 99.5 % enantiomeric excess (ee). The title compound, (S)-indoline-2-carboxylic acid, was obtained in 85.9 % yield and high ee by one-pot transformation of (S)-6-nitroindoline-2-carboxylic acid. The total synthesis consisted of three operations and gave the title compound in 42 % yield and more than 99.5 % ee. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Application of 79815-20-6

The Article related to phenylalanine transformation indoline carboxylic acid preparation protection group free, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application of 79815-20-6

Referemce:
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

On February 4, 2016, Liu, Xiao-Guang; Li, Zi-Hao; Xie, Jian-Wei; Liu, Ping; Zhang, Jie; Dai, Bin published an article.Product Details of 65417-22-3 The title of the article was Copper-catalyzed synthesis of 2,3-disubstituted indoles from ortho-haloanilines and β-keto esters/β-diketone. And the article contained the following:

Tetrazole-1-acetic acid was identified as an efficient ligand to promote copper-catalyzed domino reaction of ortho-iodo/bromo-anilines RNH2 (R = 2-IC6H4, 2-I-5-H3CC6H3, 3-iodopyridin-2-yl, 2,4-Br2C6H3, etc.) with β-keto esters/β-diketone R1C(O)CH2C(O)R2 (R1 = CH3, (CH3)CH, C6H5, etc.; R2 = CH3, CH2CH3, OCH3, OCH2CH3) for 2,3-disubstituted indoles’ synthesis, e.g., I, with high yields under mild conditions. The protocol, with an easily-available catalytic system, shows good substrate tolerance towards various functional groups. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Product Details of 65417-22-3

The Article related to indole preparation, ortho haloaniline dicarbonyl compound domino reaction copper catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Product Details of 65417-22-3

Referemce:
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

On March 31, 1990, Sakamoto, Takao; Nagano, Tatsuo; Kondo, Yoshinori; Yamanaka, Hiroshi published an article.Name: Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Condensed heteroaromatic ring systems. XVII. Palladium-catalyzed cyclization of β-(2-halophenyl)amino substituted α,β-unsaturated ketones and esters to 2,3-disubstituted indoles. And the article contained the following:

Palladium-catalyzed cyclization of β-(2-halophenyl)amino substituted α,β-unsaturated ketones and esters, prepared from 2-haloanilines by three different methods, gave 2,3-disubstituted indoles. Thus, conductivity of 2-IC6H4NH2 with AcCH2Ac in C6H6 containing catalyst 4-MeC6H4SO3H gave 72% 2-IC6H4NHCMe:CHCOMe which on cyclization with Pd(OAc)2 in Et3N-DMF in a sealed tube (120°, 6 h) gave 49% 3-acetyl-2-methylindole. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Name: Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to halophenylaminoalkenone preparation palladium catalyzed cyclization, acylindole, indole acyl, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Name: Methyl 2-methyl-1H-indole-3-carboxylate

Referemce:
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

On May 1, 2020, Thombal, Raju S.; Lee, Yong Rok published an article.COA of Formula: C11H11NO2 The title of the article was Palladium-Catalyzed Direct Oxidative C-H Activation/Annulation for Regioselective Construction of N-Acylindoles. And the article contained the following:

A Pd(II)-catalyzed C(sp3)-H/C(sp2)-H coupling/annulation of anilides and α-dicarbonyl compounds for the synthesis of diverse N-acyl indoles was described. The reaction was achieved by cascade C-H activation, coupling, and intramol. cyclization. This protocol provided a variety of indoles with high functional group tolerance and excellent regioselectivity. The utility of this protocol was demonstrated by transforming the synthesized compound into diversely functionalized analogs. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).COA of Formula: C11H11NO2

The Article related to acylindole regioselective preparation, anilide dicarbonyl compound coupling intramol cyclizn, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.COA of Formula: C11H11NO2

Referemce:
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

On October 2, 2008, Boehm, Jeffrey Charles; Busch-Petersen, Jakob; Fu, Wei; Jin, Qi; Kerns, Jeffrey K.; Li, Huijie; Lin, Guoliang; Lin, Xichen; Neipp, Christopher E. published a patent.COA of Formula: C10H10BrNO2 The title of the patent was Preparation of indolecarboxamide derivatives for use as IKK2 inhibitors. And the patent contained the following:

Title compounds I [R1 = YZ; R2 = bicyclo group or (un)substituted heterocycloalkyl containing S, S(O), or SO2; R3 and R4 independently = H or F; Y = bond, alkylene, alkenylene, or alkynylene; Z = (un)substituted aryl or heteroaryl; m = 0 or 1; with provisions], and their pharmaceutically acceptable salts, are prepared and disclosed as IKK2 inhibitors. Thus, e.g., II was prepared by bromination of 1-(1,1-dimethylethyl) 7-Me 2,3-dihydro-1H-1,7-dicarboxylate (preparation given) followed by deprotection, oxidation, condensation with tetrahydro-4H-thiopyran-4-one, protection, oxidation, deprotection/hydrolysis, amidation with ammonia, and coupling with phenylboronic acid. Select I were evaluated in IKK2 assays and demonstrated a pIC50 of about 5.0 to about 8.5. I were disclosed as therapeutic agents for the inhibition of IKK2 and can be useful in the treatment of disorders associated with inappropriate IKK2 (also known as IKKβ) activity, such as rheumatoid arthritis, asthma, rhinitis, and chronic obstructive pulmonary disease. The experimental process involved the reaction of Methyl 5-bromoindoline-7-carboxylate(cas: 860624-88-0).COA of Formula: C10H10BrNO2

The Article related to indolecarboxamide derivative preparation ikk2 inhibitor rheumatoid arthritis asthma rhinitis, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.COA of Formula: C10H10BrNO2

Referemce:
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

On January 19, 1995, Ham, Peter; Jones, Graham Elgin; Forbes, Ian Thomson published a patent.Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Indoline derivatives as 5-HT2C antagonists. And the patent contained the following:

Title compounds I and salts thereof are claimed [wherein P = Ph, quinoline, isoquinoline, or 5- or 6-membered aromatic heterocycle containing 1-3 N, O, and/or S atoms; R1 = H, C1-6 alkyl, halo, CF3, NR7R8, OR9; R7, R8, R9 = independently H, C1-6 alkyl, aryl-C1-6-alkyl; R2 = H, C1-6 alkyl; R3 = C1-6 alkyl; n = 0-3; m = 0-4; and R4 groups = independently C1-6 alkyl or haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl, C3-6-cycloalkyl-C1-6-alkyl, C1-6 alkylthio, C3-6 cycloalkylthio, C3-6-cycloalkyl-C1-6-alkylthio, halo, nitro, CF3, OCF3, SCF3, SO2CF3, SO2F, formyl, C2-6 alkanoyl, cyano, optionally substituted Ph or thienyl, NR7R8, CONR7R8, OR9, CO2R10; R10 = H, C1-6 alkyl]. I have 5-HT2C receptor antagonist activity, and some compounds also exhibit 5HT2B antagonist activity, making them potentially useful for treating a variety of central nervous and digestive system disorders. For example, reaction of 6-chloro-5-methylindoline [preparation given] with 3-pyridyl isocyanate [prepared from nicotinoyl azide in refluxing toluene] gave 62% title compound II. Testing of II in the Geller Seifter procedure [see WO 94/04533] showed a significant increase in punished responding at 0.5-10 mg/kg orally. Examples include 45 syntheses, 85 precursor preparations, and three formulations. I had pKi of 6.1-8.7 in an in vitro test for binding of [3H]-mesulergine to rat or human 5-HT2C clones, and selected I had ID50 of 0.6-15.9 mg/kg orally for reversal of MCPP-induced hypolocomotion in another bioassay. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole

The Article related to indoline 5ht2c receptor antagonist preparation, serotoninergic receptor antagonist preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole

Referemce:
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