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Chemical Structure| 1254166-41-0 Chemical Structure| 1254166-41-0

Structure of 1254166-41-0

Chemical Structure| 1254166-41-0

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Product Details of [ 1254166-41-0 ]

CAS No. :1254166-41-0
Formula : C8H9F3N2O
M.W : 206.17
SMILES Code : NC1=CC(OC(F)(F)F)=CC=C1NC
MDL No. :N/A
InChI Key :DOYIOTMCZARZAS-UHFFFAOYSA-N
Pubchem ID :66663400

Safety of [ 1254166-41-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 1254166-41-0 ]

* 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 [ 1254166-41-0 ]

[ 1254166-41-0 ] Synthesis Path-Downstream   1~8

  • 2
  • [ 1254166-41-0 ]
  • 3-ethylthio-5-cyclopropylpyridine-2-carboxylic acid [ No CAS ]
  • 2-(5-cyclopropyl-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
863 mg Example 7 Production method of 2-(5-cyclopropyl-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole (compound number 1-25) 2-Amino-1-methyl-4-trifluoromethoxyaniline (420 mg) and 5-cyclopropyl-3-ethylthiopyridine-2-carboxylic acid (540 mg) were dissolved in THF (4 mL). To this, triethylamine (1 mL) and 2-chloro-1-methylpyridinium iodide (672 mg) were added successively. The reaction mixture was stirred at room temperature for 30 minutes, and ethyl acetate and water were added. The aqueous layer was extracted with ethyl acetate, and the combined organic layer was concentrated. NMP (5 mL) and p-toluenesulfonic acid (500 mg) were added to the residue, and the mixture was heated at 150 C. with stirring for 2 hours. The reaction mixture was cooled to room temperature and subjected to column chromatography to give the desired compound, i.e., 2-(5-cyclopropyl-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole (863 mg).
  • 3
  • [ 1254166-41-0 ]
  • 2-(5-cyanomethyl-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole [ No CAS ]
  • 4
  • [ 1254166-41-0 ]
  • 2-(5-(1-cyanocyclopropyl)-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole [ No CAS ]
  • 5
  • [ 1254166-41-0 ]
  • 2-(5-(1-cyanocyclopropyl)-3-ethylsulfonyl-pyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole [ No CAS ]
  • 6
  • [ 1254166-41-0 ]
  • 3-ethylthio-5-iodopicolinic acid [ No CAS ]
  • 2-(5-iodo-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
670 mg Reference Example 4 Production Method of 2-(5-iodo-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole 2-Amino-1-methyl-4-trifluoromethoxyaniline (467 mg) was dissolved in THF (3 mL), and triethylamine (1 mL) was added. 3-Ethylthio-5-iodopicolinic acid (840 mg) and 2-chloro-1-methylpyridinium iodide (752 mg) were added, and the mixture was reacted at room temperature overnight. Water was added, and ethyl acetate extraction was performed. The organic layer was concentrated. The residue was dissolved in NMP (5 mL), p-toluenesulfonic acid monohydrate (300 mg) was added, and the mixture was reacted at 150 C. for 2 hours. The reaction mixture was cooled to room temperature and subjected to column chromatography to give the desired compound, i.e., 2-(5-iodo-3-ethylthiopyridin-2-yl)-1-methyl-5-trifluoromethoxybenzimidazole (670 mg).
  • 7
  • [ 2267-23-4 ]
  • [ 1254166-41-0 ]
  • 8
  • [ 1215206-37-3 ]
  • [ 1254166-41-0 ]
YieldReaction ConditionsOperation in experiment
92% With palladium 10% on activated carbon; hydrogen; In methanol; ethanol; at 20℃; under 3102.97 Torr; for 6h;Inert atmosphere; General procedure: Step-e: Synthesis of ethyl 3-amino-4-(methylamino)benzoate (1e) To a solution of ethyl 4-(methylamino)-3-nitrobenzoate (13.0 g, 58 mmol) in methanol (180 mL) was added slurry of 10% Pd/C (1.3 g in 10 mL of ethanol) under nitrogen atmosphere. The flask was kept in a Parr shaker at RT under hydrogen pressure (60 psi) for 5 h. The reaction mixture was filtered through celite bed and concentrated under vacuum to afford the title compound (10.0 g, 88%); 1H NMR (400 MHz, DMSO-d6): δ 7.23 (dd, J=1.6 Hz, J=8.4 Hz 1H), 7.16 (d, J=1.6 Hz, 1H), 6.39 (d, J=8.4 Hz, 1H), 5.38-5.37 (m, 1H), 4.66 (s, 2H), 4.18 (q, J=7.2 Hz, 2H), 2.77 (d, J=5.2 Hz, 3H), 1.26 (t, J=7.2 Hz, 3H); LC-MS: m/z 195.1 (M-1)+.
 

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