Alternatived Products of [ 874959-74-7 ]
Product Details of [ 874959-74-7 ]
| CAS No. : | 874959-74-7 |
MDL No. : | MFCD18383149 |
| Formula : |
C11H17BO2S
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | KYIXDBCAGADZAW-UHFFFAOYSA-N |
| M.W : |
224.13
|
Pubchem ID : | 59007088 |
| Synonyms : |
|
Safety of [ 874959-74-7 ]
Application In Synthesis of [ 874959-74-7 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 874959-74-7 ]
- 1
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[ 29421-92-9 ]
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[ 25015-63-8 ]
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[ 874959-74-7 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With triethylamine;bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; for 3h;Inert atmosphere; Reflux; |
Step 1: 4,4,5,5-tetramethyl-2-(5-methyl-3-thienyl)-1,3,2-dioxaborolane Dichlorobis(triphenylphosphine)-palladium(II) (0.089 g) was dissolved in dry dioxane (8 ml) under nitrogen atmosphere; <strong>[29421-92-9]4-bromo-2-methylthiophene</strong> (0.158 ml), 4,4,5,5-tetramethyl-1,3,2 dioxaborolane (0.511 ml) and triethylamine (0.588 ml) were added and the mixture was heated to reflux for 3 hours. After cooling to room temperature dichloro-methane was added and the mixture was washed with water and a saturated solution of NaHCO3 in water. The organic phase was dried over Na2SO4 and the solvent was evaporated. The residue was purified on silica gel (eluent: ethyl acetate/petroleum ether 2/8 (v/v)) to give the title compound as pale brown oil. 1H NMR (CDCl3) delta (ppm): 7.68 (d, 1 H); 7.05 (quin., 1 H); 2.50 (d, 3 H); 1.33 (s, 12 H). |
|
With triethylamine;bis(tri-t-butylphosphine)palladium(0); In tetrahydrofuran; at 40℃; for 2h; |
To <strong>[29421-92-9]4-bromo-2-methylthiophene</strong> (1.5 g, 8.5 mmol) inTHF (17 ml) was added bis[(1,1-dimethylethyl)phosphanyl]palladium (218 mg, 0.43 mmol), then N,N-diethylethanamine (2.5 g, 25.4 mmol) and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.63g, 12.7 mmol) and the resulting mixture heated at 40C under argon for 2 hours. The reaction was cooled and then filtered, washing with tert-butyl methyl ether. The washings were reduced in vacuo and the residue purified by chromatography on silica gel (gradient of hexane to 3% ethyl acetate:hexane) to afford the title compound (D38). MS (ES+) m/e 225 [M+H]+. |
- 2
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[ 554-14-3 ]
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[ 25015-63-8 ]
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[ 874959-74-7 ]
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[ 476004-80-5 ]
| Yield | Reaction Conditions | Operation in experiment |
| 3%Spectr.; 6%Spectr. |
With Fe(1,2-bis(dimethylphosphino)ethane)2Cl2; sodium 2-ethylhexanoic acid; In tetrahydrofuran; at 60℃; for 48h;Inert atmosphere; Schlenk technique; Irradiation; Glovebox; |
General procedure: In an argon-filled glovebox, dmpe2FeCl2 1 (8.6 mg, 0.02 mmol), sodium 2-ethylhexanoate (6.6 mg,0.04 mmol), HBpin (87 L, 0.6 mmol), substrate (0.5 mmol), and THF (1 mL) were added to a 1.7 mL sample vial and shaken to ensure full dissolution. The vial was placed under blue light radiation for 48 h and then allowed to cool to room temperature. Yields determined by 1H-NMR spectroscopy ofthe crude reaction mixtures using 1,3,5-trimethoxybenzene as an internal standard [0.5 mL; standard solution = 1,3,5-trimethoxybenzene (0.336 g, 2.0 mmol) in diethyl ether (10 mL)]. Product ratios were determined by 1H-NMR spectroscopy of the crude reaction mixtures. |
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