Chemistry Heterocyclic Building Blocks Indoles Methyl 2-(1H-Indol-3-Yl)Acetate

Methyl 2-(1H-Indol-3-Yl)Acetate

These compounds have the same murcko framework: methyl 2-(1H-indol-3-yl)acetate

Hydrolysis: The ester group can undergo hydrolysis under acidic or basic conditions to form the corresponding carboxylic acid.
Reduction: The carbonyl group in the ester may be reduced to the corresponding alcohol, typically using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Nucleophilic Substitution: The indole ring, with its electron-rich nature, can undergo nucleophilic substitution reactions. For example, reactions with electrophiles could lead to the introduction of various substituents on the indole ring.
Acylation: The indole nitrogen can act as a nucleophile in acylation reactions. It might react with acyl chlorides or anhydrides to form amides.
Grignard Reaction: The carbonyl group of the ester can react with a Grignard reagent to form a tertiary alcohols.
Oxidation: The indole ring might undergo oxidation under certain conditions. For instance, oxidation of the indole nitrogen to form an N-oxide could occur.
Cyclization: The indole ring can undergo cyclization reactions under specific conditions, leading to the formation of fused or spirocyclic structures.

Further Reading:

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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