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CAS No. : | 161417-28-3 | MDL No. : | MFCD03093021 |
Formula : | C5H4BrNO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | YCVSFCXUHPVAFH-UHFFFAOYSA-N |
M.W : | 174.00 | Pubchem ID : | 2762429 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
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 |
---|---|---|
86.86% | With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0℃; for 1.66667h;Inert atmosphere; | - py - - . g, 8.621 mmol, 1 equiv) in THF (50 mL) was added PPh3 (3.39 g, 12.93 mmol, 1.50 equiv) and tert-butyl (2S)-2- (hydroxymethyl)azetidine-1-carboxylate (1.78 g, 9.48 mmol, 1.10 equiv) at 0 C, the mixture was stirred for 10 min at 0 C under nitrogen atmosphere. DEAD (2.25 g, 12.93 mmol, 1.50 equiv) was added dropwise at 0 C. The mixture was stirred for 1.5 h at 0 C under nitrogen atmosphere. The resulting mixture was concentrated under reduced pressure. The residue was purified by reverse flash chromatography with the following conditions (column, C18 gel; mobile phase, MeCN in water, 10% to 60% gradient in 20 min; detector, UV 254 nm) to afford tert-butyl (2S)-2-[(4-bromopyridin-3- yl)oxy]methyl}azetidine-1-carboxylate (2.57 g, 86.86%) as a yellow oil. LC-MS: (M+H)+ found:344.95. |
86.86% | With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0℃; for 1.66667h;Inert atmosphere; | - py - - . g, 8.621 mmol, 1 equiv) in THF (50 mL) was added PPh3 (3.39 g, 12.93 mmol, 1.50 equiv) and tert-butyl (2S)-2- (hydroxymethyl)azetidine-1-carboxylate (1.78 g, 9.48 mmol, 1.10 equiv) at 0 C, the mixture was stirred for 10 min at 0 C under nitrogen atmosphere. DEAD (2.25 g, 12.93 mmol, 1.50 equiv) was added dropwise at 0 C. The mixture was stirred for 1.5 h at 0 C under nitrogen atmosphere. The resulting mixture was concentrated under reduced pressure. The residue was purified by reverse flash chromatography with the following conditions (column, C18 gel; mobile phase, MeCN in water, 10% to 60% gradient in 20 min; detector, UV 254 nm) to afford tert-butyl (2S)-2-[(4-bromopyridin-3- yl)oxy]methyl}azetidine-1-carboxylate (2.57 g, 86.86%) as a yellow oil. LC-MS: (M+H)+ found:344.95. |
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