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CAS No. : | 160590-40-9 | MDL No. : | MFCD09864857 |
Formula : | C8H8N2O | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | RHEGHTSBMVYYAM-UHFFFAOYSA-N |
M.W : | 148.16 | Pubchem ID : | 11029988 |
Synonyms : |
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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 |
---|---|---|
21.27% | In tetrahydrofuran; at -78 - -20℃; | To a mixture of 2-methoxy-3- nitropyridine (5 g, 0.032 mol) in tetrahydrofuran (100 mL) at -78°C was added dropwise vinylmagnesium bromide (100 mL, 1 M). The reaction mixture was stirred at -20°C overnight then quenched with saturated aqueous NH4CI and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SC>4, and concentrated under reduced pressure. The residue was purified by flash column chromatography to afford the desired product (1 g, 21.27percent yield) as black solid. LC-MS: 149 (M+H)+. |
100 mg | In tetrahydrofuran; methanol; at -78 - -20℃; for 6h; | Method 4 Synthesis of 7-methoxy-1H-pyrrolo[2,3-c]pyridine (Intermediate 5) A solution of R-4 (500 mg, 3.24 mmol) in anhydrous THF (20 mL) is cooled to -78° C. and vinylmagnesium bromide (9.73 mL of a 1 M solution in THF, 9.73 mmol) added. The reaction is stirred at -20° C. for 6 h then quenched with saturated aqueous NH4Cl solution and extracted with EtOAc. The organic phase is concentrated in vacuo and the crude material purified by flash chromatography (SiO2, 2percent to 10percent MeOH in DCM) to give the title intermediate I-5 (100 mg) m/z 148.9 [M+H]. |
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