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CAS No. : | 133730-34-4 | MDL No. : | MFCD01074590 |
Formula : | C8H11BO4 | Boiling Point : | - |
Linear Structure Formula : | (C6H3)(OCH3)2B(OH)2 | InChI Key : | SQTUYFKNCCBFRR-UHFFFAOYSA-N |
M.W : | 181.98 | Pubchem ID : | 2734341 |
Synonyms : |
|
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 |
---|---|---|
96% | With caesium carbonate;tris-(dibenzylideneacetone)dipalladium(0); 1,3-bis(mesityl)imidazolium chloride; In 1,4-dioxane; at 80℃; for 8h;Product distribution / selectivity; | A 10 mL flame-dried Schlenk flask equipped with a magnetic stir bar was charged with 2-chloro-6-(4-methoxybenzylamino)-9-isopropylpurine (0.193 g, 0.5 mmol, 1.0 equiv), <strong>[133730-34-4]2,4-dimethoxyphenylboronic acid</strong> (0.136 g, 0.75 mmol, 1.5 equiv), Pd2(dba)3 (0.0069 g, 0.0075 mmol, 0.015 equiv.), ligand 1 (0.0051 g, 0.015 mmol, 0.03 equiv.) and Cs2CO3 (0.326 g, 1.0 mmol, 2.0 equiv.). The Schlenk flask was evacuated and backfilled with argon and charged with anhydrous 1,4-dioxane (2.0 mL). The reaction was stirred under argon at 80 C. and monitored by TLC. When the reaction was complete after 8 hours, the solvent was removed in vacuo and the reaction crude was purified by flash column chromatography (3% methanol in dichloromethane) to afford desired 2-(2,4-dimethoxyphenyl)-6-(4-methoxybenzylamino)-9-isopropylpurine (207 mg, 96%). 1H NMR (400 MHz, CDCl3) δ1.59 (d, 6H, J=6.8 Hz), 3.79 (s, 3H), 3.84 (s, 3H), 3.85 (s, 3H), 4.87-4.96 (m, 3H), 6.14 (br, 1H), 6.57-6.60 (m, 2H), 6.85 (d, 2H, J=8.6 Hz), 7.34 (d, 2H, J=8.6 Hz), 7.73 (s, 1H), 7.78 (d, 1H, J=8.2 Hz); HRMS (MALDI-FTMS) [MH+] C24H28N5O3 434.2187, found: 434.2168. |
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