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CAS No. : | 1227599-41-8 | MDL No. : | MFCD16609960 |
Formula : | C6H5BrFNO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NYMSNXYJKHEMCQ-UHFFFAOYSA-N |
M.W : | 206.01 | Pubchem ID : | 72212857 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | UN#: | |
Hazard Statements: | H315-H319 | 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 |
---|---|---|
13% | With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; XPhos In 1,4-dioxane at 80℃; for 2h; Inert atmosphere; | Intermediate 48 4-benzyl 1-(tert-butyl) (Z)-2-((3-fluoro-2-methoxypyridin-4-yl)methylene)piperazine-1,4- dicarboxylate: To a solution of 4-benzyl 1-(tert-butyl) (Z)-2-((2- tosylhydrazineylidene)methyl)piperazine-1,4-dicarboxylate (1.0 g, 1.94 mmol) and 4-bromo- 3-fluoro-2-methoxypyridine (0.599 g, 2.91 mmol) in dioxane (10.0 mL) were added Pd2(dba)3 (0.177 g, 0.194 mmol), XPhos (0.092 g, 0.194 mmol) and lithium 2-methylpropan- 2-olate (0.465 g, 5.82 mmol). The mixture was stirred at 80 °C for 2 hours under N2. The reaction was concentrated and was purified by column chromatography (Petroleum ether/EtOAc = 5/1) on silica gel to provide the title compound (118 mg, 13% yield). LCMS (ESI): [M+H] 458. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: lithium tert-butoxide; tris-(dibenzylideneacetone)dipalladium(0); XPhos / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere 2: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 2 h / 30 °C / 2068.65 Torr |