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CAS No. : | 873331-73-8 | MDL No. : | MFCD14707237 |
Formula : | C6H7BrN2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SQOJDBHJUUGQJP-UHFFFAOYSA-N |
M.W : | 187.04 | Pubchem ID : | 25150069 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-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 |
---|---|---|
73% | With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 0℃; for 0.5 h; Inert atmosphere | 5-Bromo-2-iodo-pyrimidine (50.0 g, 176 mmol) was dissolved in tetrahydrofuran (1.0 L), and Pd(PPh3)4 (10.2 g, 9.00 mmol) was added thereto. After cooling to 0° C., diethylzinc (250 ml, 250 mmol) was added dropwise, followed by stirring for 30 minutes in the presence of nitrogen gas. The reaction solution was diluted with ethyl acetate (500 ml), and then washed with a saturated aqueous ammonium chloride solution, a saturated aqueous sodium hydrogen carbonate solution, and saturated aqueous sodium chloride. After the extraction liquid was dried over sodium sulfate, the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=10:1 to 5:1) to obtain the title compound (24.0 g, 73percent). [1284] 1H NMR (400 MHz, DMSO-d6): δ 8.86 (s, 4H), 2.89-2.81 (m, 2H), 1.26-1.21 (t, 3H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
38% | for 2 h; Reflux | A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5percent) to give compound 0601-121 (1.7 g, 38percent) as a yellow liquid. 1H NMR (400 MHz, DMSO-de): 1.26 (t, J = 7.6 Hz, 3H), 2.87 (q, J= 7.6 Hz, 2H), 8.90 (s, 2H). |
38% | for 2 h; Reflux | A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2 h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5percent) to give compound 0601-121 (1.7 g, 38percent) as a yellow liquid. 1H NMR (400 MHz, DMSO-d6): 1.26 (t, J=7.6 Hz, 3H), 2.87 (q, J=7.6 Hz, 2H), 8.90 (s, 2H). |
38% | for 2 h; Reflux | A mixture of xylenes (50 mL) solution of 5-bromo-2-ethyl-4-carboxylic acid (5.6g, 24.3mmol) was refluxed for 2 hours. After cooling, the mixture directly applied to a silica column, petroleum ether, then compound 0601-121 eluting with ethyl acetate (5percent) in petroleum ether as a yellow liquid (1.7 g, 38percent). |
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