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CAS No. : | 908600-75-9 | MDL No. : | MFCD12924423 |
Formula : | C9H6FNO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 179.15 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
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 |
---|---|---|
89.5% | With thionyl chloride; N,N-dimethyl-formamide at 25℃; for 12h; | 1.1 Step 1 : Methyl 7-fluoro-1H-indole-6-carboxylate To a solution of 7-fluoro-l -indole-6-carboxylic acid (250 mg, 1.40 mmol, 1 eq) inDMF (0.01 mL) and MeOH (5 mL) was added SOCh (410.00 mg, 3.45 mmol, 0.25 mL, 2.47 eq) dropwise at 25 °C. The mixture was stirred at 25 °C for 12 h. TLC (PE/EtOAc = 2/1, Rf= 0.50) showed the starting material was consumed completely. The reaction mixture was concentrated under reduced pressure to yield a residue which was purified by flash silica gel chromatography (from PE/EtOAc = 100/1 to 5/1, TLC: PE/EtOAc = 2/1, Rf= 0.50) to yield methyl 7-fluoro-l//- indole-6-carboxylate (250 mg, 1.25 mmol, 89.5% yield, 96.5% purity) as a white solid. ^NMR (400 MHz, CDCh) d ppm 8.63 (br s, 1H), 7.66 (dd, J= 6.4, 8.3 Hz, 1H), 7.41 (d, J= 8.6 Hz,1H), 7.39 (t, J= 2.7 Hz, 1H), 6.64-6.60 (m, 1H), 3.96 (s, 3H); ES-LCMS m/z 194.3 [M+H]+ |
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