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CAS No. : | 13808-64-5 | MDL No. : | MFCD00005241 |
Formula : | C4H5BrN2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | IXQPRETWBGVNPJ-UHFFFAOYSA-N |
M.W : | 161.00 | Pubchem ID : | 83741 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-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 |
---|---|---|
PREPARATIVE EXAMPLE 15; Step A; N-methyl-4-bromopyrazole-3-carboxylic acid was prepared according to known methods, see: Yu. A. M.; Andreeva, M. A.; Perevalov, V. P.; Stepanov, V. I. ; Dubrovskaya, V. A.; and Seraya, V. l. in Zh. Obs. Khim, (Journal of General Chemistry of the USSR) 1982,52, 2592 (and the references cited therein) the disclosure of whichis incorporated hereinby reference thereto. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
34.5% | With caesium carbonate; In N,N-dimethyl-formamide; at 100℃; | A mixture of 4-bromo-3-methyl-1H-pyrazole (2.00 g, 12.4 mmol) , 1-chloro-2-methylpropan-2-ol (2.5 mL, 24 mmol) and cesium carbonate (10.1 g, 31 mmol) in DMF (40 mL) was stirred at 100 overnight. The reaction mixture was concentrated in vacuo to remove DMF. The residue was diluted with water (30 mL) . The resulting mixture was extracted with DCM (40 mL × 3) . The combined organic layers were dried over anhydrous Na2SO4and concentrated in vacuo. The residue was purified by pre-HPLC to give a light yellow oily product (1 g, 34.5) .[1570]MS (ESI, pos. ion) m/z: 233.1 [M+1]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74.9% | With caesium carbonate; In N,N-dimethyl-formamide; at 100℃; for 1.5h;Microwave irradiation; | A solution of 4-bromo-3-methyl-1H-pyrazole la (350 mg, 2.19 mmol), <strong>[78385-26-9]3-(bromomethyl)-3-methyloxetane</strong> (400mg, 2.44 mmol) and Cs2CO3 (1.44 g, 4.44 mmol) in DMF (10 mL) was stirred at 100 C under MW for 1.5 h. After filtration,the filtrate was concentrated to give 4-bromo-3-methyl-1-((3-methyloxetan-3-yl) methyl)-1H-pyrazole 1b (400 mg, 74.9%)as a light yellow solid. |
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