Chemistry Heterocyclic Building Blocks Indoles 2-Methyl-1H-Indole-3-Carbaldehyde

2-Methyl-1H-Indole-3-Carbaldehyde

These compounds have the same murcko framework: 2-methyl-1H-indole-3-carbaldehyde

Aldol Condensation: The aldehyde group can undergo aldol condensation reactions with other carbonyl compounds to form β-hydroxy aldehydes or ketones.
Nucleophilic Addition: The indole ring can undergo nucleophilic addition reactions, especially at the 3-position where the aldehyde group is located. This can involve reactions with nucleophiles like amines or organometallic reagents.
Reduction: The aldehyde group can be reduced to the corresponding alcohol using reducing agents such as sodium borohydride or lithium aluminum hydride.
Condensation Reactions: The indole ring may participate in various condensation reactions, such as Mannich reactions or Knoevenagel condensations, depending on the reaction conditions and reactants.
Vilsmeier-Haack Reaction: The compound may undergo the Vilsmeier-Haack reaction with the appropriate reagents to form a formyl group on the indole ring.
Mannich Reaction: The aldehyde group can participate in Mannich reactions with amines and carbonyl compounds to yield β-amino carbonyl compounds.
Oxidation: The methyl group on the indole ring could potentially be oxidized under certain conditions.
Grignard Reaction: The aldehyde group can react with a Grignard reagent to form an alcohol after acidic workup.

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

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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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