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CAS No. : | 36404-90-7 | MDL No. : | MFCD03095270 |
Formula : | C6H4FNO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | OFBVGDCXXGXDKU-UHFFFAOYSA-N |
M.W : | 125.10 | Pubchem ID : | 11434944 |
Synonyms : |
|
Chemical Name : | 2-Fluoronicotinaldehyde |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | 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 |
---|---|---|
90% | With hydrazine hydrate; In ethanol; at 80℃; for 1h; | Formation of lH-pyrazolo[3,4-b]pyridine (42)Hydrazine hydrate (64percent, 0.29 L, 5.99 mol hydrazine, 3 eq) was added dropwise to a solution of 2-fluoropyridine-3-carboxylaldehyde (0.25 kg, 1.99 mol) in EtOH (600 mL) over lhr. During the addition, a thick suspension formed, which turned into a clear red solution towards the end of the addition. The reaction mixture was heated to 80 °C overnight. The reaction mixture was cooled to room temperature, quenched with H20/aqueous saturated NaHC03 (1/1 mixture, 600mL) and extracted with EtOAc (2x 800 mL, lx 500 mL). The combined organic layers were washed with brine (400 mL), dried over Na2S04 and concentrated in vacuo. The resulting solid was washed with heptanes (3x 800 mL), dried under reduced pressure and stripped twice with heptanes. The product (214 g, 90percent yield) was obtained as a light-yellow solid: NMR (CDC13, 300 MHz) delta 8.65-8.64 (m, 1 H); 8.14-8.10 (m, 2H); 7.17-7.12(m, 1 H) ppm. |
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