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CAS No. : | 103438-88-6 | MDL No. : | MFCD03411962 |
Formula : | C8H7FO2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | LIHCOUDNHILORI-UHFFFAOYSA-N |
M.W : | 154.13 | Pubchem ID : | 3774463 |
Synonyms : |
|
Signal Word: | Danger | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P272-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338+P310-P333+P313-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H315-H317-H318-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 |
---|---|---|
28% | With boron tribromide; In dichloromethane; at -78 - 0℃; for 3h; | Example66; 4-(2-Fluoro-3-hydroxyphenyl)-N-(6-fluoro-lH-indazol-5-yl)-2- methyl-6-oxo-1, 4,5, 6-tetrahydro-3-pyridinecarboxamide;. Step 1;. 2-Fluoro-3-hydroxybenzaldehyde.; BBr3 (4 mL, 4 mmol, 1.0 M in heptane) was added dropwise to a solution of 2- fluoro-5- (methyloxy) benzaldehyde in CH2C12 at-78 C. The reaction mixture was stirred at-78 C for 1 hour, slowly warmed to 0 C and stirred for 2 hours. The reaction mixture was poured into water, extracted with EtOAc (3 x 10 mL). The extracts were combined, washed with water, brine, and dried (Na2SO4). The solvent was evaporated, and the residue was purified on silica gel, using 0-20% EtOAc-Hexaxie to give the desired product (158 mg, 28%) as a white solid. MS m/z 141 [M+H] +. |
2% | A. 2-Fluoro-3-hydroxybenzaldehyde.; 2-Fluoro-3-methoxybenzaldehyde(1.0 g, 6.49 mmol) was dissolved in CH2Cl2 and cooled to -78 C. Boron tribromide (IM in CH2Cl2, 16.22 mL, 16.22 mmol) was added slowly and the reaction was allowed to warm to rt overnight. An ice/water mixture was added to the resulting slurry and stirred for 30 min. The layers were separated and the organic layer was washed with NaHCO3 (sat.) and 2N NaOH. The aqueous layer was acidified with cone. HCl and extracted with CH2Cl2. The organic layer was dried and concentrated to afford the title compound (0.190 g, 1.36 mmol, 21% yield). | |
With boron tribromide; In dichloromethane; at -78 - -20℃; for 4h; | To a solution of the compound 12-1 (1 .4 g, 9 mmol) in 50 mL DCM was added dropwise BBr3 (4M in DCM, 3.6 mL, 13.5 mmol) at -78 C. After the addition, the reaction was stirred at -20 C for 4 hours. After slow addition of ice/water, the layers were separated, the organic layer was washed with water and brine, dried over Na2S04 and evaporated to dryness. The residue was used to next step without further purification. |
With boron tribromide; In dichloromethane; at -70 - -20℃; for 4h; | To a solution of the compound 12-1 (1.4 g, 9 mmol) in 50 mL DCM was added dropwise BBr3 (4M in DCM, 3.6 mL, 13.5 mmol) at -78 C. After the addition, the reaction was stirred at -20 C. for 4 hours. After slow addition of ice/water, the layers were separated, the organic layer was washed with water and brine, dried over Na2SO4 and evaporated to dryness. The residue was used to next step without further purification. | |
With boron tribromide; In dichloromethane; at -78 - -20℃; for 4h; | To a solution of the compound 12-1 (1.4 g, 9 mmol) in 50 mL DCM was added dropwise BBr3 (4M in DCM, 3.6 mL, 13.5 mmol) at -78 C. After the addition, the reaction was stirred at -20 C. for 4 hours. After slow addition of ice/water, the layers were separated, the organic layer was washed with water and brine, dried over Na2SO4 and evaporated to dryness. The residue was used to next step without further purification | |
With boron tribromide; In dichloromethane; at -70 - -20℃; for 4h; | To a solution of the compound 12-1 (1.4 g, 9 mmol) in 50 mL DCM was added dropwise BBr3 (4M in DCM, 3.6 mL, 13.5 mmol) at -78 C. After the addition, the reaction was stirred at -20 C. for 4 hours. After slow addition of ice/water, the layers were separated, the organic layer was washed with water and brine, dried over Na2SO4 and evaporated to dryness. The residue was used to next step without further purification. |
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