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CAS No. : | 1012084-53-5 | MDL No. : | MFCD11040265 |
Formula : | C5H3BrFNO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | SLLINPJLHURFNX-UHFFFAOYSA-N |
M.W : | 191.99 | Pubchem ID : | 20111865 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | 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 |
---|---|---|
79% | With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 - 40℃; for 12h;Inert atmosphere; | To a mixture of the N-Boc protected alcohol (S)-1 (0.70 g, 3.7 mmol), 5-Bromo-2-fluoropyridin-3-ol (0.71 g, 3.7 mmol), and Ph3P (1.10 g, 4.2mmol) in anhydrous THF (70 mL) was added DEAD (2 mL of 40% solution in toluene) dropwise at 0 C under nitrogen atmosphere. After stirring for 12 hours at 40 C, the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel using a gradient of hexane-ethyl acetate (10:1 to 5:1) as the eluent to give the product (S)-24 (1.05 g) as a white solid. Yield: 79%. ‘H NMR (CDC13, 400 MHz): ? 7.80 (t, 1H, J= 2.0 Hz), 7.48 (dd, 1H, J= 8.8, 2.0 Hz), 4.52 (m, 1H), 4.42 (m, 1H), 4.15 (dd, 1H, J= 10.4, 2.4 Hz), 3.88 (t, 2H, J= 10.4, 2.4 Hz), 2.34 (m, 2H), 1.42 (s, 9H). |