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[ CAS No. 823222-00-0 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 823222-00-0
Chemical Structure| 823222-00-0
Structure of 823222-00-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 823222-00-0 ]

CAS No. :823222-00-0 MDL No. :MFCD00112695
Formula : C7H3ClF3NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :225.55 Pubchem ID :-
Synonyms :

Safety of [ 823222-00-0 ]

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:

Application In Synthesis of [ 823222-00-0 ]

* 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.

  • Downstream synthetic route of [ 823222-00-0 ]

[ 823222-00-0 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 124-38-9 ]
  • [ 823221-94-9 ]
  • [ 823222-00-0 ]
YieldReaction ConditionsOperation in experiment
82% Stage #1: 2-bromo-6-chloro-4-(trifluoromethyl)pyridine With n-butyllithium In hexane; toluene at -75℃; for 0.25h; Stage #2: carbon dioxide In diethyl ether; hexane; toluene
  • 2
  • [ 401892-47-5 ]
  • [ 823222-00-0 ]
  • 3
  • [ 823221-93-8 ]
  • [ 823222-00-0 ]
  • 4
  • [ 22123-14-4 ]
  • [ 823222-00-0 ]
YieldReaction ConditionsOperation in experiment
67% With tetra-n-butylammonium permanganate; In pyridine; at 80℃; for 3h; To a solution of 300 mg of <strong>[22123-14-4]2-chloro-6-methyl-4-(trifluoromethyl)-pyridine</strong> (1.49 mmol) in pyridine (5 ml) was added a solution of 1.61 g of tetrabutylammonium permanganate (4.46 mmol) in pyridine (4.5 ml) and the reaction mixture was stirred at 80 C. for 3 h. The reaction mixture was then poured into a mixture of water and ice and then NaHSO3 solution (40% in water) was added until the color turned light yellow. The mixture was then acidified by addition of 2N HCl and extracted with ethyl acetate. The combined organic layers were then washed with 1N HCl and brine, dried (Na2SO4), filtered and concentrated. The remaining residue was purified by chromatography (DCM/MeOH 100:0 to 90:10) to yield 224 mg (67%) of a gray liquid. MS (ISP) 224.3 (M-H)-.
  • 5
  • [ 175867-01-3 ]
  • [ 823222-00-0 ]
  • [ 2725957-18-4 ]
YieldReaction ConditionsOperation in experiment
62% Stage #1: 6-chloro-4-(trifluoromethyl)pyridine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: (1r,4r)-4-(2-methoxyethoxy)cyclohexan-1-amine In N,N-dimethyl-formamide at 20℃; 19.5 Step 5: 6-chloro-N-((1r,4r)-4-(2-methoxyethoxy)cyclohexyl)-4-(trifluoromethyl)picolinamide To a stirred solution of 6-chloro-4-(trifluoromethyl)picolinic acid (0.5 g, 2.22 mmol) in DMF (10 mL) were added DIPEA (1.19 mL, 6.66 mmol) and HATU (1.26 g, 3.33 mmol) at RT. After stirring for 5 min a solution of (1r,4r)-4-(2-methoxyethoxy)cyclohexan-1-amine (0.461 g, 2.66 mmol) was added at same temperature. Further reaction was stirred at RT for overnight. The reaction mixture was monitored by TLC and quenched with water (20 mL). The resulting suspension was extracted with EtOAc (2 x 10 mL). The combined organic layer was washed with water (10 mL), brine (10 mL), dried over anhydrous Na2SO4 and solvent was evaporated under vacuum. The resulting crude product which was purified by purified by column chromatography on Biotage Isolera (230-400 mesh silica gel eluting with 16-20%% EtOAc in pet ether) to afford the title compound. Yield: 62% (0.52 g, Yellow gummy solid). LCMS: (Method C) 381.2 [M+H], Rt.2.298 min.
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