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CAS No. : | 885521-88-0 | MDL No. : | MFCD07781599 |
Formula : | C7H4BrIN2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | POXUFQBYDQCUFO-UHFFFAOYSA-N |
M.W : | 322.93 | Pubchem ID : | 24728212 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-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 |
---|---|---|
64% | To a resealable vial was added 77 K2CO3 (1.71g, 12.4mmol), 182 6-bromo-3-iodo-1H-indazole (2g, 6.2mmol), 41-183 <strong>[1151802-22-0]cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole</strong>(1.45g, 6.2mmol). The vial was sealed and evacuated and purged with Ar for 5min before addition of PdCl2(dppf)-CH2Cl2 Adduct (253mg, 0.310mmol), dissolved in 79 1,4-dioxane/80 water (10mL, 4:1, v/v) was then added to this solution before the vial was heated to 80C overnight. The reaction was cooled to room temperature, which was then brought to basic using 81 aqueous sodium bicarbonate solution and extracted with ethyl acetate. The resulting mixture was concentrated to give the crude product, which was purified by silica gel column chromatography. The resulting mixture was concentrated to give the crude 184 product, which was purified by silica gel column chromatography. Pale yellow solid(1.2g, 64%). 1H NMR (400MHz, Chloroform-d) delta 8.04 (s, 1H), 7.99 (s, 1H), 7.70 (d, J=8.6Hz, 1H), 7.52 (d, J=1.5Hz, 1H), 7.27 (dd, J=8.8, 1.4Hz, 1H), 3.71 (tt, J=7.4, 3.8Hz, 1H), 1.25-1.18 (m, 2H), 1.13-1.03 (m, 2H). LRMS m/z: 303 ([M+H] +). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: To a resealable vial was added 77 K2CO3 (1.71g, 12.4mmol), 182 6-bromo-3-iodo-1H-indazole (2g, 6.2mmol), 41-183 cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(1.45g, 6.2mmol). The vial was sealed and evacuated and purged with Ar for 5min before addition of PdCl2(dppf)-CH2Cl2 Adduct (253mg, 0.310mmol), dissolved in 79 1,4-dioxane/80 water (10mL, 4:1, v/v) was then added to this solution before the vial was heated to 80C overnight. The reaction was cooled to room temperature, which was then brought to basic using 81 aqueous sodium bicarbonate solution and extracted with ethyl acetate. The resulting mixture was concentrated to give the crude product, which was purified by silica gel column chromatography. The resulting mixture was concentrated to give the crude 184 product, which was purified by silica gel column chromatography. |
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