| Identification | Back Directory | [Name]
1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one | [CAS]
1220696-38-7 | [Synonyms]
1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-indol-2-one 2H-Indol-2-one, 1,3-dihydro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | [Molecular Formula]
C15H20BNO3 | [MDL Number]
MFCD18383773 | [MOL File]
1220696-38-7.mol | [Molecular Weight]
273.14 |
| Chemical Properties | Back Directory | [Boiling point ]
468.6±45.0 °C(Predicted) | [density ]
1.14±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
-0.19±0.20(Predicted) | [Appearance]
Light brown to brown Solid | [InChI]
InChI=1S/C15H20BNO3/c1-14(2)15(3,4)20-16(19-14)11-6-7-12-10(8-11)9-13(18)17(12)5/h6-8H,9H2,1-5H3 | [InChIKey]
IGFPFGIDECTAJQ-UHFFFAOYSA-N | [SMILES]
N1(C)C2=C(C=C(B3OC(C)(C)C(C)(C)O3)C=C2)CC1=O |
| Hazard Information | Back Directory | [Synthesis]
1. 5-Bromo-1-methyl-2-oxodihydroindole (537 mg, 2.375 mmol), pinacol bis(boronic acid) (987 mg, 3.89 mmol), potassium acetate (636 mg, 6.48 mmol), Pd(dppf)Cl2-CH2Cl2 (88 mg, 0.108 mmol) and 1,2-di-methoxyethane (15.6 mL) were sequentially added to the microwave reaction vial. -dimethoxyethane (15.6 mL).
2. The reaction mixture was stirred at 80 °C overnight.
3. Upon completion of the reaction, the reaction solution was concentrated and the solvent was removed.
4. The crude product was purified by silica gel column chromatography (Biotage system, cyclohexane/ethyl acetate gradient elution) to afford the target compound 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dihydroindol-2-one (500 mg, 85% yield). 5. The structure of the product was confirmed by 1H-1H-1 , 1H-1 ,2,3,2-dihydroxyethylene dimethoxyethane (15.6 mL).
5. The structure of the product was confirmed by 1H-NMR (500 MHz, CDCl3): δ 7.78 (d, J = 7.7 Hz, 1H), 7.69 (s, 1H), 6.84 (d, J = 7.7 Hz, 1H), 3.52 (s, 2H), 3.24 (s, 3H), 1.36 (s, 12H).
6. LC-MS (ESI, m/z) analysis showed Rt = 2.90 min, [M-H]- m/z = 274 (HPLC method E). | [References]
[1] Patent: WO2015/144290, 2015, A1. Location in patent: Page/Page column 94 [2] Patent: WO2010/130794, 2010, A1. Location in patent: Page/Page column 54; 55 [3] Patent: US2016/9720, 2016, A1. Location in patent: Paragraph 0589 [4] Patent: US2016/9712, 2016, A1. Location in patent: Paragraph 0365 [5] Patent: US2016/289238, 2016, A1. Location in patent: Paragraph 0318; 0319 |
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| Company Name: |
Energy Chemical
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| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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