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CAS No. : | 158351-87-2 | MDL No. : | |
Formula : | C7H7F3O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 196.13 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 |
---|---|---|
68% | With hydrazine In ethanol at 60 - 70℃; for 9h; | 10 Description 10: 3-(trifluoromethyl)-1 ,4,6,7-tetrahydropyrano[4,3-c]pyrazole; A mixture of 3-(trifluoroacetyl)tetrahydro-4H-pyran-4-one (5.42g, 27.7mmol, Description 9), and hydrazine hydrate (1.38g, 1.4ml, 27.6 mmol) in ethanol (120ml) was stirred at 6O0C under argon for 6 hours. A further 0.7ml (14mmol) of hydrazine hydrate was added and the reaction stirred at 7O0C for 3 hours. The reaction mix was allowed to cool and the solvent removed by rotary evaporation. The residue was partitioned between dichloromethane and water. The organic layer was separated, dried over sodium sulphate, and solvent removed by rotary evaporation. The aqueous layer was neutralised with 2N HCI and re-extracted with dichloromethane. The organic layer was separated, dried over sodium sulphate, and the solvent removed by rotary evaporation. The 2 extracts were combined to give the title compound as a yellow solid (3.64g, 68%).LC/MS (ES): Found 191 (ES-), retention time 1.92 mins. C7H7F3N2O requires 192. 1 H-NMR (400MHz, CDCI3): δ 2.83 (2H, m), 3.95 (2H, m), 4.76 (2H, s), 1 1.32 (1 H, bs). |
68% | With hydrazine hydrate In ethanol at 60 - 70℃; for 9h; Inert atmosphere; | 4 A mixture of 3-(trifluoroacetyl)tetrahydro-4H-pyran-4-one (D4, 5.42 g, 27.7 mmol), and hydrazine hydrate (1.38 g, 1.4 ml, 27.6 mmol) in ethanol (120 ml) was stirred at 60° C. under argon for 6 hours. A further 0.7 ml (14 mmol) of hydrazine hydrate was added and the reaction stirred at 70° C. for 3 hours. The reaction mix was allowed to cool and the solvent removed by rotary evaporation. The residue was partitioned between dichloromethane and water. The organic layer was separated, dried over sodium sulphate, and solvent removed by rotary evaporation. The aqueous layer was neutralised with 2N HCl and re-extracted with dichloromethane. The organic layer was separated, dried over sodium sulphate, and the solvent removed by rotary evaporation. The 2 extracts were combined to give the title compound as a yellow solid (3.64 g, 68%).1H-NMR (400 MHz, CDCl3) δ: 11.32 (1H, br s), 4.76 (2H, s), 3.95 (2H, m), 2.83 (2H, m); LC/MS Retention time 1.92 mins/(ES-) 191 (M-H, C7H7F3N2O requires 192). |
68% | With hydrazine hydrate In ethanol at 60 - 70℃; for 9h; Inert atmosphere; |
68% | With hydrazine In ethanol at 60 - 70℃; for 9h; | 13 Description 13: 3-(trifluoromethyl)-1 ,4,6,7-tetrahydropyrano[4,3-c]pyrazoleA mixture of 3-(trifluoroacetyl)tetrahydro-4H-pyran-4-one (5.42g, 27.7mmol), and hydrazine hydrate (1.38g, 1.4ml, 27.6 mmol) in ethanol (120ml) was stirred at 6O0C under argon for 6 hours. A further 0.7ml (14mmol) of hydrazine hydrate was added and the reaction stirred at 7O0C for 3 hours. The reaction mix was allowed to cool and the solvent removed by rotary evaporation. The residue was partitioned between dichloromethane and water. The organic layer was separated, dried over sodium sulphate, and solvent removed by rotary evaporation. The aqueous layer was neutralised with 2N HCI and re- extracted with dichloromethane. The organic layer was separated, dried over sodium sulphate, and the solvent removed by rotary evaporation. The 2 extracts were combined to give the title compound as a yellow solid (3.64g, 68%).LC/MS (ES): Found 191 (ES-), retention time 1.92 mins. C7H7F3N2O requires 192.1 H-NMR (400MHz, CDCI3): 2.83 (2H, m), 3.95 (2H, m), 4.76 (2H, s), 1 1.32 (1 H, br s). |