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CAS No. : | 120985-68-4 | MDL No. : | MFCD06660291 |
Formula : | C9H7F3O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 204.15 | 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 |
---|---|---|
With sodium hydroxide In water for 5h; Ambient temperature; Yield given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: bromine / CCl4 / 2 h / Ambient temperature 2: NaOH / H2O / 5 h / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With borane-THF In tetrahydrofuran for 1.5h; Reflux; | 49.1 Step 1: (5-Methyl-2-(trifluoromethyl)phenyl)methanol Step 1: (5-Methyl-2-(trifluoromethyl)phenyl)methanol A solution of 5-methyl-2-(trifluoromethyl)benzoic acid (0.500 g, 2.45 mmol) in THF (10 mL) was treated with borane THF complex (1.0 M in THF) (4.90 mL, 4.90 mmol) and the reaction mixture was heated at about reflux for about 1.5 h. The reaction was cooled to rt and then MeOH (5 mL) was added slowly and the mixture refiuxed for 1 h. The mixture was concentrated under reduced pressure and the crude material was purified on silica gel (25 g, using 0 to 50% EtOAc in heptane) to give the title product (0.414 g, 89%); i NMR (400 MHz, CDC) 8 7.58 - 7.46 (m, 211 ). 7.18 (, J ------ 7.8 Hz, i l l ). 4.85 (s, 2H), 2.42 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; trimethylamine In N,N-dimethyl-formamide at 20℃; for 3h; | N-[(1S)-1-{5-[(3S)-3-Aminopyrrolidin-1-yl]-6-methylpyrazolo[1,5-a]pyrimidin-2-yl}propyl]-3-chloro-2-[(methanesulfonyl)amino]-N-methylbenzamide Hydrochloride (14a) General procedure: Toa solution of 13a (10 mg, 0.026 mmol) in N,N-dimethylformamide(1.0 mL) was added 3-chloro-2-(methylsulfonamido)-benzoic acid (6.4 mg, 0.031 mmol), 1-[bis(dimethylamino) -methylene]-1H-1,2,3-triazolo[4,5-b] pyridinium 3-oxide hexafluorophosphate(13 mg, 0.034 mmol), and trimethylamine(0.018 mL, 0.13 mmol). After stirring at room temperature for3 h, the reaction mixture was purified by reversed-phase preparativeHPLC to obtain tert-butyl [(S)-1-(2-{(S)-1-[3-chloro-N-methyl-2-(methylsulfonamido) benzamido] propyl}-6-methylpyrazolo[1,5-a] pyrimidin-5-yl) pyrrolidin-3-yl] carbamate(12 mg, 0.019 mmol, 72%) as a pale yellow powder |