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CAS No. : | 167883-99-0 | MDL No. : | MFCD13177281 |
Formula : | C8H7ClN2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 166.61 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501 | UN#: | 3261 |
Hazard Statements: | H302-H314 | Packing Group: | Ⅱ |
GHS Pictogram: |
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* 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 |
---|---|---|
38% | With potassium carbonate; In N,N-dimethyl-formamide; at 125℃; for 0.25h;Microwave irradiation; | [0173] A mixture of <strong>[867267-28-5]5-hydroxy-2-methoxyisonicotinaldehyde</strong> (723.6 mg, 4.7 mmol), 8- (chloromethyl)-imidazol{1,2-a] pyridine (785 mg, 4.7 mmol), and K2C03 (1.9 g, 14.1 mmol) in DMF (20 mL) was heated at microwave reactor at 125 C for 15 mm. The mixture was filteredand concentrated. The residue was purified on silica gel (50-100% EtOAc in hexanes) to give 5- (imidazo[l,2-a]pyridin-8-ylmethoxy)-2-methoxyisonicotinaldehyde (500 mg, 38%) as an off- white solid. 1H NMR (400 MHz; DMSO) = 10.37 (s, 1 H), 8.58 (d, 1 H), 8.39 (s, 1 H), 8.02 (s, 1 H), 7.61 (s, 1 H), 7.44 (d, 1 H), 6.98 (s, 1 H), 6.93 (t, 1 H), 5.61 (s, 2 H), 3.84 (s, 3 H). LRMS (M+H+) m/z 284.0. |
38% | With potassium carbonate; In N,N-dimethyl-formamide; at 125℃; for 0.25h; | Step 4 ;A mixture of <strong>[867267-28-5]5-hydroxy-2-methoxyisonicotinaldehyde</strong> (723.6 mg, 4.7 mmol), 8-(chloromethyl)-imidazol[1,2-a]pyridine (785 mg, 4.7 mmol), and K2CO3 (1.9 g, 14.1 mmol) in DMF (20 mL) was heated at microwave reactor at 125 C. for 15 min. The mixture was filtered and concentrated. The residue was purified on silica gel (50-100% EtOAc in hexanes) to give 5-(imidazo[1,2-a]pyridin-8-ylmethoxy)-2-methoxyisonicotinaldehyde (500 mg, 38%) as an off-white solid. 1H NMR (400 MHz; DMSO) 6=10.37 (s, 1H), 8.58 (d, 1H), 8.39 (s, 1H), 8.02 (s, 1H), 7.61 (s, 1H), 7.44 (d, 1H), 6.98 (s, 1H), 6.93 (t, 1H), 5.61 (s, 2H), 3.84 (s, 3H). LRMS (M+H+) m/z 284.0. |