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CAS No. : | 627906-52-9 | MDL No. : | MFCD16994279 |
Formula : | C13H19BO3 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | WWKXCYNPIQEAKJ-UHFFFAOYSA-N |
M.W : | 234.10 | Pubchem ID : | 51358338 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,4-dioxane; water; at 100℃;Inert atmosphere; | (0574) A mixture of 4-chloro-7-methoxy-quinolone (80 mg, 0.42 mmol), 2-methyl- 4-(4,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)phenol (97 mg, 0.42 mmol), K2C03 (158mg, l. lmmol) and [1,1'- bis(diphenylphosphino)ferrocene]dichloropalladium (II), complex with dichloromethane (18 mg, 0.01 mmol) in dioxane (5 mL) and H20 (1 mL) was heated at 100 C overnight in an atmosphere of nitrogen. The reaction was then quenched with water and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (eluent: (0575) dichloromethane/methanol, 0-10%) to give the title compound as white solid (77 mg, 85%). ESI-MS m/z: 266.1181[M+H]+; Purity: 99.0%. 1H NMR (400 MHz, DMSO-c 6) delta 9.69 (s, 1H), 8.79 (d, J = 4.5 Hz, 1H), 7.85 (d, J = 9.3 Hz, 1H), 7.44 (d, J = 2.6 Hz, 1H), 7.26 - 7.20 (m, 3H), 7.20 - (0576) 7.16 (m, 1H), 6.95 (d, J= 8.2 Hz, 1H), 3.93 (s, 3H), 2.21 (s, 3H); 13C NMR (101 MHz, DMSO) delta 159.84, 155.98, 150.27, 150.14, 147.57, 131.66, 127.96, 127.90, 126.93, 124.32, 121.13, 119.20, 119.12, 114.71, 107.77, 55.46, 16.03. |
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