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| | Methyl 1-Methyl-1H-indole-4-carboxylate Basic information |
| Product Name: | Methyl 1-Methyl-1H-indole-4-carboxylate | | Synonyms: | Methyl 1-Methylindole-4-carboxylate;4-(Methoxycarbonyl)-1-methyl-1H-indole;Methyl 1-Methyl-1H-indole-4-carboxylate;1-methyl-1H-Indole-4-carboxylic acid methyl ester;Methyl 1-Methyl-4-indolecarboxylate;1H-Indole-4-carboxylic acid, 1-methyl-, methyl ester | | CAS: | 1444-12-8 | | MF: | C11H11NO2 | | MW: | 189.21 | | EINECS: | | | Product Categories: | | | Mol File: | 1444-12-8.mol |  |
| | Methyl 1-Methyl-1H-indole-4-carboxylate Chemical Properties |
| Melting point | 53 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4)) | | Boiling point | 320.2±15.0 °C(Predicted) | | density | 1.14±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | Appearance | Light yellow to yellow Crystal |
| | Methyl 1-Methyl-1H-indole-4-carboxylate Usage And Synthesis |
| Synthesis | To a 40 mL reaction vial was added a solution of methyl 1H-indole-4-carboxylate (400 mg, 2.28 mmol, 1.00 equiv) in N,N-dimethylformamide (10 mL). Sodium hydride (275 mg, 6.88 mmol, 3.00 equiv, 60% dispersed in mineral oil) was added in batches at 0 °C. After keeping stirring at 0 °C for 0.5 h, iodomethane (1.298 g, 9.14 mmol, 4.00 eq.) was slowly added dropwise at the same temperature. The reaction mixture was warmed to 25 °C and stirred for 15 hours. After completion of the reaction, the mixture was poured into ice water (50 mL) and extracted with ethyl acetate (50 mL x 3). The organic phases were combined, washed with saturated saline (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated. Methyl 1-methyl-4-indolecarboxylate (429 mg, 99%) was obtained as a red oil after concentration under reduced pressure. Mass spectrum (electrospray ionization, m/z): [M+H]+ 190. | | References | [1] Patent: WO2017/205296, 2017, A1. Location in patent: Paragraph 78
[2] Patent: US2009/298809, 2009, A1. Location in patent: Page/Page column 17
[3] Heterocycles, 2006, vol. 67, # 2, p. 643 - 653 |
| | Methyl 1-Methyl-1H-indole-4-carboxylate Preparation Products And Raw materials |
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