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| | 2-Ethoxycarbonylindole-5-boronic acid pinacol ester Basic information |
| Product Name: | 2-Ethoxycarbonylindole-5-boronic acid pinacol ester | | Synonyms: | 2-Ethoxycarbonylindole-5-boronic acid pinacol ester;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole-2-carboxylic acid ethyl ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indole-2-carboxylic acid ethyl ester;Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate;ethyl 5-(4,4,5,5-tetraMethyl;ethyl 5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate;1H-Indole-2-carboxylic acid, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indole-2-carboxylic acid ethyl ester 95% | | CAS: | 736990-02-6 | | MF: | C17H22BNO4 | | MW: | 315.17 | | EINECS: | | | Product Categories: | | | Mol File: | 736990-02-6.mol |  |
| | 2-Ethoxycarbonylindole-5-boronic acid pinacol ester Chemical Properties |
| Boiling point | 468.8±25.0 °C(Predicted) | | density | 1.16 | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 15.02±0.30(Predicted) | | Appearance | Off-white to light yellow Solid |
| | 2-Ethoxycarbonylindole-5-boronic acid pinacol ester Usage And Synthesis |
| Synthesis | A dioxane solution (30 mL) of Pd(dba)2 (275 mg, 0.30 mmol) and tricyclohexylphosphine (504 mg, 1.80 mmol) was added to a stirring mixture of ethyl 5-bromoindole-2-carboxylate (6.0 g, 22.4 mmol) under argon protection. KOAc (3.3 g, 33.6 mmol), bis(pinacolato)diboron (6.3 g, 24.6 mmol), and additional dioxane (20 mL) were subsequently added. The reaction mixture was stirred at 80 °C for 3 h, after which it was cooled to room temperature and filtered through diatomaceous earth. The solids were washed with EtOAc, the filtrates were combined and concentrated and finally purified by column chromatography to afford the target product 2-ethoxycarbonylindole-5-boronic acid pinacol ester (6.8 g, 97% yield). | | References | [1] Patent: WO2006/77367, 2006, A1. Location in patent: Page/Page column 101
[2] Patent: WO2005/123674, 2005, A1. Location in patent: Page/Page column 58
[3] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[4] Patent: WO2005/123673, 2005, A1. Location in patent: Page/Page column 50
[5] Patent: WO2004/76412, 2004, A2. Location in patent: Page 101-102 |
| | 2-Ethoxycarbonylindole-5-boronic acid pinacol ester Preparation Products And Raw materials |
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