Chemistry Heterocyclic Building Blocks Indoles 3-methyl-1H-indole

3-methyl-1H-indole

These compounds have the same murcko framework: 3-methyl-1H-indole

Electrophilic Aromatic Substitution (EAS): Indoles are known for their reactivity in electrophilic aromatic substitution reactions. The electron-rich nature of the aromatic ring makes it susceptible to attack by electrophiles. This reaction can lead to the introduction of substituents onto the indole ring.
Nucleophilic Aromatic Substitution (SNAr): The nitrogen atom in the indole ring can act as a nucleophile, participating in nucleophilic aromatic substitution reactions with suitable electrophiles.
Friedel-Crafts Acylation/Alkylation: Indoles can undergo Friedel-Crafts reactions where acyl or alkyl groups are introduced onto the indole ring in the presence of a Lewis acid catalyst.
Reduction: The double bond in the five-membered ring of indole can be reduced under appropriate conditions, leading to the formation of dihydroindole.
Oxidation: Indoles can be oxidized to form oxindoles under certain conditions. Oxidation may occur at various positions on the indole ring.
Metalation: The C-H bond at the 3-position of the indole ring can be deprotonated by a strong base, leading to metalation. This metalated species can then react with various electrophiles.
Condensation Reactions: The nitrogen atom in the indole ring can participate in condensation reactions, such as Mannich or Fischer indole syntheses, where it reacts with carbonyl compounds or imines.
N-Heterocyclic Carbene Formation: The C-H bond at the 3-position of the indole ring can be activated, leading to the formation of an N-heterocyclic carbene under certain conditions.
Arylation: The aromatic ring can undergo arylation reactions, where it reacts with aryl halides or other aryl electrophiles.

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Conditions to empty

Framework+−

(1-(tert-butoxycarbonyl)-1H-indol-2-yl)boronic acid (1H-indol-2-yl)boronic acid (1H-indol-2-yl)methanol (3aS,7aS)-octahydro-1H-indole (9H-fluoren-9-yl)methyl (2-(1H-indol-3-yl)ethyl)carbamate 1,2,3,4-tetrahydrocyclopenta[b]indole 1,2-dimethyl-1H-indole 1-(1H-indol-1-yl)ethan-1-one 1-(1H-indol-3-yl)ethan-1-one 1-(phenylsulfonyl)-1H-indole 1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine 1-benzyl-1H-indole 1-ethyl-1H-indole 1-methyl-1H-indole 1-methyl-1H-indole-2-carboxylic acid 1-methyl-1H-indole-3-carbaldehyde 1-methyl-1H-pyrrolo[2,3-b]pyridine 1-phenyl-1H-indole 1H-indol-3-ol 1H-indol-3-yl acetate 1H-indol-4-amine 1H-indol-4-ol 1H-indol-5-ol 1H-indol-6-amine 1H-indol-6-ol 1H-indol-7-amine 1H-indole-2-carbaldehyde 1H-indole-2-carbonitrile 1H-indole-3-carbonitrile 1H-indole-3-carboxylic acid 1H-indole-4-carboxylic acid 1H-indole-5-carbonitrile 1H-indole-5-carboxylic acid 1H-indole-6-carbonitrile 1H-indole-6-carboxylic acid 1H-indole-7-carbonitrile 1H-indole-7-carboxylic acid 1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 2,3-dimethyl-1H-indole 2-(1,3,2-dioxaborolan-2-yl)-1-methyl-1H-indole 2-(1H-indol-1-yl)acetic acid 2-(1H-indol-3-yl)acetic acid 2-(1H-indol-3-yl)ethan-1-amine 2-(1H-indol-3-yl)ethan-1-ol 2-(2-methyl-1H-indol-3-yl)acetic acid 2-(4-fluorophenyl)-1H-indole 2-methyl-1H-indole-3-carbaldehyde 2-methyl-1H-pyrrolo[2,3-b]pyridine 3-(1-oxoisoindolin-2-yl)piperidine-2,6-dione 3-(1H-indol-3-yl)propanoic acid 3-(piperidin-4-yl)-1H-indole 3-iodo-1H-pyrrolo[2,3-b]pyridine 3-methyl-1H-indole 3H-indole 4-bromo-1H-indole 4-chloro-1H-indole 4-fluoro-1H-indole 4-fluoro-1H-pyrrolo[2,3-b]pyridine 4-fluoroindoline-2,3-dione 4-methoxy-1H-indole 4-methyl-1H-indole 4-nitro-1H-indole 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 5-(benzyloxy)-1H-indole 5-bromo-1-methyl-1H-indole 5-chloro-1H-indole 5-chloro-1H-indole-2-carboxylic acid 5-chloro-1H-pyrrolo[2,3-b]pyridine 5-fluoro-1H-indole 5-fluoro-1H-pyrrolo[2,3-b]pyridine 5-fluoroindolin-2-one 5-methoxy-1H-indole 5-methoxy-2-methyl-1H-indole 5-methyl-1H-indole 5-nitro-1H-indole 6-(trifluoromethyl)-1H-indole 6-bromo-1-methyl-1H-indole 6-bromo-1H-indole 6-bromo-1H-pyrrolo[2,3-b]pyridine 6-chloro-1H-indole 6-chloro-1H-pyrrolo[2,3-b]pyridine 6-fluoro-1H-indole 6-methoxy-1H-indole 6-methyl-1H-indole 6-methyl-1H-pyrrolo[2,3-b]pyridine 6-nitro-1H-indole 7-bromo-1H-indole 7-bromoindoline-2,3-dione 7-chloro-1H-indole 7-fluoro-1H-indole 7-fluoro-1H-indole-2-carboxylic acid 7-methoxy-1H-indole 7-methyl-1H-indole 7-nitro-1H-indole 9H-pyrido[3,4-b]indole benzo[cd]indol-2(1H)-one ethyl 1H-indole-3-carboxylate ethyl 5-chloro-1H-indole-2-carboxylate ethyl 5-fluoro-1H-indole-2-carboxylate ethyl 6-chloro-1H-indole-2-carboxylate ethyl 7-chloro-1H-indole-2-carboxylate methyl 1H-indole-3-carboxylate methyl 1H-indole-4-carboxylate methyl 1H-indole-5-carboxylate methyl 1H-indole-6-carboxylate methyl 1H-indole-7-carboxylate methyl 2-(1H-indol-3-yl)acetate N-(2-(1H-indol-3-yl)ethyl)acetamide spiro[indoline-3,4'-piperidin]-2-one tert-butyl 1H-indole-1-carboxylate tert-butyl 1H-pyrrolo[2,3-b]pyridine-1-carboxylate tert-butyl 2-(1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate tert-butyl 3-(hydroxymethyl)-1H-indole-1-carboxylate tert-butyl 3-bromo-1H-indole-1-carboxylate tert-butyl 3-iodo-1H-indole-1-carboxylate tert-butyl 5-methoxy-1H-indole-1-carboxylate tryptophan

By Key Group+−

aminoindole azaindole benzoindole benzyloxyindole biindolinylidene bromo-indole-carboxylate bromo-indole-carboxylic acid bromo-indole-carboxylic-acid bromo-methyl-indole bromoindole chlorindole-carboxylic-acid chloro-indole-carboxylate chloro-methyl indole chloroindole cyanoindole dihydroindolo dimethyl-indole dioxaborolan-indole dioxaborolan-indole-carboxylate fluorindole-carboxylic acid fluorindole-carboxylic-acid fluoro-indole-carboxylate fluoroindole fluoromethyl-indole formyl-indole-carboxylate formylindole hydroxyindole hydroxyisoindoline hydroxymethy-indole-carboxylate indol-amine indol-methanamine indol-methanol indol-one indole-boronic acid indole-boronic acid/ester indole-boronic-acid indole-carbonitrile indole-ethanol indole-ethylamine indole-hydrochloride indole-hydroxyl indolecarboxylate indolecarboxylic iodo-indole isoindole methoxy-indole-carboxylate methoxy-methyl-indole methoxyindole methyl-indole-carboxylic-acid methyl-nitro-indole methylindole nitro-indole-carboxylate nitroindole phenyl-indole piperidine-indole pyridinoindole pyrimido-indole trifluoromethyl-indole

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Alcohols Aldehydes Alkenyls Amides Amines Aryls Bromides Carboxylic Acid Salts Carboxylic Acids Chiral Building Blocks Chlorides Esters Ethers Fluorinated Building Blocks Hydrazides Hydrazines Hydroxylamines Iodides Ketones Nitriles Nitroes Phenols Sulfamides Sulfides Trifluoromethyls

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    6-(Methoxycarbonyl)-3-methyl-1H-indole-2-carboxylic acid

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    5-(Ethoxycarbonyl)-3-methyl-1H-indole-2-carboxylic acid

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    Skatole

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    3-Methyl-1H-indole-6-carboxylic acid

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    3-Methyl-1H-indole-5-carboxylic acid

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    5-Methoxy-3-methyl-1H-indole

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    3-Methyl-1H-indole-2-carboxylic acid

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    Ethyl 3-methyl-1H-indole-2-carboxylate

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    Ethyl 3-methyl-1H-indole-2-carboxylate

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    2,3-Dimethyl-1H-indole-7-carboxylic acid

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    5-Chloro-3-methyl-1H-indole

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