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CAS No. : | 58551-83-0 | MDL No. : | MFCD00061197 |
Formula : | C7H3F3O | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | KPJIEPBITZLHPQ-UHFFFAOYSA-N |
M.W : | 160.09 | Pubchem ID : | 521845 |
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 |
---|---|---|
Compound IB (200 mg, 0.704 mmol) was dissolved in 10 mL Of CH2Cl2. 2,4,6- trifluorobenzaldehyde (225 mg, 1.408 mmol) and acetic acid (0.1 mL) were then added and the reaction was allowed to stir for 10 minutes. Na(OAc)3BH (313 mg, 1.408 mmol) was then added and the resulting mixture was allowed to stir at room temperature for 18 hours, then diluted with CH2Cl2, washed with a IN NaOH aqueous solution and brine, dried over MgSO4, filtered and concentrated in vacuo. The resulting residue was purified using flash column chromatography on silica gel (MeOH-CH2Cl2, 1 : 10) to provide compound 6A as a yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47% | Example 88.2-(4,6-Difluoro-l-methyl-lH-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2- (3-cyano-azetidin-l -yl)-l -methyl-2-oxo-ethyl]-amideStep 14,6-Difluoro-lH-indazoleTo a solution of 2,4,6-trifluorobenzaldehyde (0.80 g, 5.0 mmol) in 1 ,2-dimethoxyethane (10 mL) were added potassium carbonate (1.04 g, 7.5 mmol) and O-methylhydroxylamine hydrochloride (438 mg, 5.25 mmol). The reaction mixture was heated at 50C for 5 h then cooled to room temperature and filtered, rinsing with dichloromethane. The filtrate was concentrated. The residue was dissolved in 1 ,2-dimethoxyethane (10 mL) and hydrazine (0.17 mL, 5.5 mmol) was added. The reaction mixture was heated at 100C for 1.5 h. Additional hydrazine (0.17 mL, 5.5 mmol) was added and heating was continued for 30 min. Thereaction was cooled to room temperature, poured into water, and extracted with ethyl acetate. The organic layer was washed with sat LiCl and brine then dried over MgS04 and concentrated. The residue was purified by silica gel chromatography with 20% to 50% EtO Ac/heptane to provide 358 mg (47%) of 4,6- difluoro- lH-indazole as a light yellow solid. 1H NMR (DMSO-d6, 300 MHz): ? (ppm) 13.47 (br. s., 1H), 8.19 (s, 1H), 7.22 (d, J=9.1 Hz, 1H), 6.96 (td, J=10.0, 1.9 Hz, 1H). |
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