Methyl 1-Methyl-1H-indole-5-carboxylate
- CAS No.
- 128742-76-7
- Chemical Name:
- Methyl 1-Methyl-1H-indole-5-carboxylate
- Synonyms
- Methyl 1-Methyl-5-indolecarboxylate;Methyl 1-Methylindole-5-carboxylate;Methyl 1-Methyl-1H-indole-5-carboxylate;1-methyl-indole-5-carboxylic acid methyl ester;1-methyl-1H-Indole-5-carboxylic acid methyl ester;1H-Indole-5-carboxylic acid, 1-methyl-, methyl ester
- CBNumber:
- CB42631477
- Molecular Formula:
- C11H11NO2
- Molecular Weight:
- 189.21
- MDL Number:
- MFCD11977801
- MOL File:
- 128742-76-7.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H227 |
| Precautionary statements | P501-P210-P280-P370+P378-P403+P235 |
| HS Code | 2933998090 |
Methyl 1-Methyl-1H-indole-5-carboxylate price More Price(24)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Apolloscientific | OR909489 | Methyl 1-methylindole-5-carboxylate 98% | 128742-76-7 | 1g | $75 | 2026-06-04 | Buy |
| Apolloscientific | OR909489 | Methyl 1-methylindole-5-carboxylate 98% | 128742-76-7 | 5g | $157 | 2026-06-04 | Buy |
| Matrix Scientific | 114697 | Methyl 1-methyl-1H-indole-5-carboxylate | 128742-76-7 | 1.00g | $308 | 2026-05-18 | Buy |
| Synthonix | M61517 | Methyl 1-methyl-1H-indole-5-carboxylate >98% | 128742-76-7 | 1g | $50 | 2026-05-06 | Buy |
| Synthonix | M61517 | Methyl 1-methyl-1H-indole-5-carboxylate >98% | 128742-76-7 | 5g | $170 | 2026-05-06 | Buy |
Methyl 1-Methyl-1H-indole-5-carboxylate Chemical Properties, Uses, Production
Uses
methyl 1-methyl-1h-indole-5-carboxylate is a useful reactant for the synthesis of bisindolylmethanes from indoles and ethers electrochemically.
Synthesis
1011-65-0
74-88-4
128742-76-7
a) Synthesis of methyl 1-methyl-1H-indole-5-carboxylate Methyl indole-5-carboxylate (5.0 g, 28.54 mmol, 1.0 eq.) was dissolved in DMF and cooled to 0 °C in an ice bath. Sodium hydride (1.37 g, 34.29 mmol, 1.2 eq.) was added slowly with stirring, keeping the reaction temperature at 0 °C. The reaction was carried out over a period of 20 minutes. After 20 min of reaction, iodomethane (6.08 g, 2.7 mL, 42.81 mmol, 1.5 eq.) was added dropwise. The reaction mixture was continued to be stirred at 0 °C for 4 hours. Upon completion of the reaction, the reaction was quenched with ice water and then extracted with ethyl acetate (150 mL × 2). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The yellow oil obtained was ground with hexane to give methyl 1-methyl-1H-indole-5-carboxylate as a tan solid (5.22 g, 97% yield).
References
[1] Patent: WO2005/40157, 2005, A2. Location in patent: Page/Page column 78
[2] Chemistry - A European Journal, 2015, vol. 21, # 4, p. 1463 - 1467
[3] Patent: WO2015/74123, 2015, A1. Location in patent: Page/Page column 59-60
[4] Organic Letters, 2006, vol. 8, # 7, p. 1339 - 1342
[5] Patent: WO2014/73904, 2014, A1. Location in patent: Paragraph 894-896
Methyl 1-Methyl-1H-indole-5-carboxylate Preparation Products And Raw materials
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