Ethyl 5-methylindole-2-carboxylate 5-Methyl-1H-indole-2-carboxylic acid ethyl ester
5-Methyl-2-indolecarboxylicacid ethyl ester
CAS: 16382-15-3
Molecular Formula: C12H13NO2
Ethyl 5-methylindole-2-carboxylate 5-Methyl-1H-indole-2-carboxylic acid ethyl ester - Names and Identifiers
Ethyl 5-methylindole-2-carboxylate 5-Methyl-1H-indole-2-carboxylic acid ethyl ester - Physico-chemical Properties
| Molecular Formula | C12H13NO2 |
| Molar Mass | 203.24 |
| Density | 1.177±0.06 g/cm3(Predicted) |
| Melting Point | 162-164°C |
| Boling Point | 236°C 4mm |
| Flash Point | 236°C/4mm |
| Water Solubility | Soluble in methanol, and dichloromethane. Insoluble in water. |
| BRN | 159437 |
| pKa | 15.19±0.30(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| MDL | MFCD00022703 |
| Use | Uses 5-methylindole-2-methyl ester as a chemical reagent has the following synthetic uses: synthesis of oxazinyl [4,3-a] indole through cascade addition cyclization reaction; Indole carboxamide for preparing cannabinoid CB1 receptor antagonist; Indole -3-propionic acid for preparing anti-inflammatory analgesics; Friedel-Crafts acylation reaction with nitrobenzoyl chloride/reactant; oxime reaction |
Ethyl 5-methylindole-2-carboxylate 5-Methyl-1H-indole-2-carboxylic acid ethyl ester - Risk and Safety
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
Ethyl 5-methylindole-2-carboxylate 5-Methyl-1H-indole-2-carboxylic acid ethyl ester - Nature
| BRN | 159437 |
Last Update：2024-04-10 22:29:15
Ethyl 5-methylindole-2-carboxylate 5-Methyl-1H-indole-2-carboxylic acid ethyl ester - Uses and synthesis methods
Introduction
5-Methylindole-2-methylate is a 2-substituted indole derivative. Indole is one of the most common aromatic heterocyclic structures and synthetic blocks. It is widely found in natural products and physiological active substances of human body. It is also an important structural unit commonly found in medicine and functional materials. It is called "dominant structure". In view of its importance in many fields, the synthesis of indole and its functionalization methods have been continuously developed and improved since the last century.
Preparation
take a 25mL Schlenk reaction tube, add 43mg of p-methylaniline, 9mg of palladium acetate and 80mg of molecular sieve, inject 93mg of ethyl 2-oxopropionate, 96mg of acetic acid and 2mL of dimethyl sulfoxide, connect a 200mL oxygen ball, and stir at 70 ℃ for 18 hours. After the reaction, 15 mL of ethyl acetate was added to dilute the reaction solution, 10mL of filtered brine was washed twice to separate the organic phase, the aqueous phase was extracted once with ethyl acetate, the organic phase was combined, and the pure product 63mg of the target product was obtained by column chromatography separation, with a yield of 78%.
Last Update：2024-04-09 21:01:54
Ethyl 5-methylindole-2-carboxylate 5-Methyl-1H-indole-2-carboxylic acid ethyl ester - Reference Information
| Introduction | 5-methylindole-2-methylate is a 2-substituted indole derivative. Indole is one of the most common aromatic heterocyclic structures and synthetic blocks. It is widely found in natural products and human physiological active substances. It is also an important structural unit commonly found in medicine and functional materials. It is called "dominant structure". In view of its importance in many fields, the synthesis of indole and its functionalization method have been continuously developed and improved since the beginning of the century. |
| preparation | take a 25mL Schlenk reaction tube, add 43mg p-methylaniline, 9mg palladium acetate and 80mg sub-sieve , inject 93mg ethyl 2-oxopropionate, 96mg acetic acid and 2mL dimethyl sulfoxide, connect a 200mL oxygen ball, and stir at 70 ℃ for 18 hours. After the reaction, 15 mL of ethyl acetate was added to dilute the reaction solution, and 10mL of brine after filtration was washed twice to separate the organic phase. The aqueous phase was extracted once with ethyl acetate, and the organic phase was combined. The pure product 63mg of the target product was obtained by column chromatography separation with a yield of 78%. |
| Uses | 5-methylindole-2-methylate as a chemical reagent has the following synthetic uses: Synthesis of oxazinyl [4,3-a] indole through cascade addition cyclization reaction; Indole carboxamide used to prepare cannabinoid CB1 receptor antagonist; Indole -3-propionic acid used to prepare anti-inflammatory analgesics; Friedel-Crafts acylation reaction with nitrobenzoyl chloride/reactant; oxime reaction |
Last Update：2024-04-09 20:15:17
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CAS: 16382-15-3
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CAS: 16382-15-3
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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