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CAS No. : | 1206979-33-0 | MDL No. : | MFCD17010105 |
Formula : | C6H4ClN3 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | AAJIQIWPVIWCGA-UHFFFAOYSA-N |
M.W : | 153.57 | Pubchem ID : | 56932109 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H332-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 |
---|---|---|
With trichlorophosphate; for 3h;Heating / reflux; | (2) To the compound obtained in the above step (1) (1.4 g) was added phosphorus oxychloride (30 mL) and the mixture was refluxed under heating for 3 hours. The reaction mixture was concentrated and to the residue was added an aqueous saturated sodium hydrogencarbonate solution. The mixture was extracted with ethyl acetate and the extract was dried over magnesium sulfate and concentrated to give a mixture of 4-chloro-1H-pyrazolo[4,3-c]pyridine and 6-chloro-1H-pyrazolo[4,3-c]pyridine (0.81 g, yield: 51 percent). MS(APCI)m/z; 154/156 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 100℃; for 3h; | To a mixture of <strong>[1152093-60-1]tert-butyl 4-(6-bromopyridin-2-yl)-1,4-diazepane-1-carboxylate</strong> (2.55 g, 7.16 mmol) and 6-chloro-1H-pyrazolo[4,3-c]pyridine (1.0 g, 6.51 mmol) in 1,4-dioxane (20 mL) was added Cul (494 mg, 2.6 mmol), K2CO3 (3.6 g, 26 mmol), and diamine (460 mg, 5.2 mmol). The mixture was heated at 100 C for 3 hours, which was monitored by LCMS. After completion of the reaction, it was concentrated under reduced pressure. The crude was purified by silica gel chromatography using petroleum ether/EtOAc (2/1) as eluting solvents to afford tert-butyl 4-(6-(6-chloro-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylate as a yellow solid (1.6 g, 57%). MS (ESI) m/z: 429 [M+H] +. |
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