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Chemical Structure| 25115-74-6 Chemical Structure| 25115-74-6

Structure of 25115-74-6

Chemical Structure| 25115-74-6

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Product Details of [ 25115-74-6 ]

CAS No. :25115-74-6
Formula : C13H13NO
M.W : 199.25
SMILES Code : N#CC1(C2=CC=CC=C2)CCC(CC1)=O
MDL No. :MFCD00044816

Safety of [ 25115-74-6 ]

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

Application In Synthesis of [ 25115-74-6 ]

* 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 [ 25115-74-6 ]

[ 25115-74-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 25115-74-6 ]
  • [ 486460-21-3 ]
  • [ 1037235-17-8 ]
  • 1,4-cis-1-phenyl-4-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-cyclohexanecarbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
1 A-trans-lambda -Phenyl-4-(3-trifluoromethyl-5.6-dihydro-8H-f 1.2.41triazolof4.3-alpyrazin-7-yl)- cyclohexanecarbonitrileTo a solution of 4-oxo-1-phenyl-cyclohexanecarbonitrile (100mg, 0.50 mmol) in 1,2- dichloroethane (1ml) were successively added S-trifluoromethyl-S.betaJ.delta-tetrahydro- [1,2,4]triazolo[4,3-a]pyrazine (106mg, 0.55 mmol), sodium triacetoxyborohydride (168mg, 0.75 mmol), and acetic acid (29 mul, 0.50 mmol). The reaction was stirred at RT for 2hrs before diluted with EtOAc and quenched with water. The resulting mixture was extracted twice with EtOAc, and the combined organic phase was washed once with brine, dried over Na2SO4, and evaporated to provide pale yellow solid. Purification by preparative HPLC yielded the title compound (100mg) along with its stereoisomer 1,4-c/s-1-Phenyl-4-(3- <n="160"/>trifluoromethyl-S.e-dihydro-deltaH-II ^^Jtriazolomu.a-alpyrazin-y-yO-cyclohexanecarbonitrile (18mg), both as white solids. MS: 376.0 [M +H]+
  • 2
  • [ 82767-64-4 ]
  • [ 25115-74-6 ]
  • cis-4-(5-cyclopropyl-1H-[1,2,4]triazol-3-yl)-4-hydroxy-1-phenylcyclohexanecarbonitrile [ No CAS ]
  • trans-4-(5-cyclopropyl-1H-[1,2,4]triazol-3-yl)-4-hydroxy-1-phenylcyclohexanecarbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 294; cis-4-(5-Cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4-hydroxy-1 - phenylcyclohexanecarbonitrile and trans-4-(5-cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4- hydroxy-1-phenylcyclohexanecarbonitrile1.0 g of 3-bromo-5-cyclopropyl-1 H-[1 ,2,4]triazole was dissolved in 25 ml of anhydrous THF and 4.7 ml of a 2.7 M solution of n-butyllithium in HEP were added dropwise at -75C. The mixture was stirred at -65C to -75C for 2 h, and then a solution of 1.3 g of 4-oxo-1 -phenylcyclohexanecarbonitrile in 10 ml of anhydrous THF was added dropwise. The mixture was stirred at -65C to -75C for 1 h, subsequently warmed to room temperature and added to 100 ml of a saturated aqueous sodium hydrogencarbonate solution. The mixture was extracted three times with 50 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. Chromatography on reversed phase silica gel yielded 590 mg of the title compound (cis/trans mixture) as an amorphous solid. MS (ESI+): 309
 

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