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CAS No. : | 2014-83-7 | MDL No. : | MFCD00000897 |
Formula : | C7H5Cl3 | Boiling Point : | - |
Linear Structure Formula : | Cl2C6H3CH2Cl | InChI Key : | LBOBESSDSGODDD-UHFFFAOYSA-N |
M.W : | 195.47 | Pubchem ID : | 74832 |
Synonyms : |
|
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | 3261 |
Hazard Statements: | H314 | Packing Group: | Ⅱ |
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 |
---|---|---|
10.4 g | With potassium carbonate; In N,N-dimethyl-formamide; at 1 - 40℃; for 20h; | (1) Synthesis of 6-bromo-1-(2,6-dichlorobenzyl)-3-methyl-1H-indazole [1-1] (hereinafter referred to as a compound [1-1]) To a solution of <strong>[7746-27-2]6-bromo-3-methyl-1H-indazole</strong> (9.57 g), which was obtained by the method described in the document (JP 2009-528363 W), in N,N-dimethylformamide (100 mL), were added potassium carbonate (12.6 g) and 2,6-dichlorobenzyl chloride (9.79 g) and the mixture was stirred at room temperature for 20 hours. The reaction mixture was quenched with water, and the mixture was extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (10.4 g) as a white solid. 1H-NMR (400 MHz, CDCl3) delta: 7.55 (1H, s), 7.47 (1H, d, J = 8.5 Hz), 7.38 (2H, d, J = 8.1 Hz), 7.25 (1H, d, J = 5.9 Hz), 7.22-7.20 (1H, m), 5.66 (2H, s), 2.50 (3H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
5% | In N,N-dimethyl-formamide; at 85.0℃; | A mixture of <strong>[22387-37-7]8-methyl-9H-purin-6-ylamine</strong> (150 mg, 1.0 mmol) and l,3-dichloro-2- chloromethyl-benzene (214 mg, 1.1 mmol) in DMF (3 mL) was stirred at 85 C overnight. The mixture was cooled and filtered. The filtrate was purified by prep-HPLC (NH4HCO3 system) to give 3-(2,6-dichloro-benzyl)-8-methyl-3H-purin-6-ylamine (2 mg, yield: 5 %) as white solid. 1H NMR (400 MHz, DMSO- d): d = 7.82 (s, 1H), 7.70 (brs, 2H), 7.60-7.58 (m, 2H), 7.51-7.47 (m, 1H), 5.67 (s, 2H), 2.38 (s, 3H). MS: m/z 308.0 (M+H+). |
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