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Chemical Structure| 58332-01-7 Chemical Structure| 58332-01-7

Structure of 58332-01-7

Chemical Structure| 58332-01-7

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Product Details of [ 58332-01-7 ]

CAS No. :58332-01-7
Formula : C9H6FNO2
M.W : 179.15
SMILES Code : O=C(OC)C1=C(F)C=CC=C1C#N
MDL No. :MFCD12911464
InChI Key :TXKFIBYLMLSSBI-UHFFFAOYSA-N
Pubchem ID :71744202

Safety of [ 58332-01-7 ]

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

Application In Synthesis of [ 58332-01-7 ]

* 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 [ 58332-01-7 ]

[ 58332-01-7 ] Synthesis Path-Downstream   1~7

  • 2
  • [ 58332-01-7 ]
  • N-(2-cyano-6-fluorophenyl)-6,6-dimethyl-3-[1-(trimethylsilyl)cyclobutanecarboxamido]-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxamide [ No CAS ]
  • 3
  • [ 58332-01-7 ]
  • 2-cyano-6-fluorobenzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
3.42 g With water; sodium hydroxide; In methanol; at 20℃; for 3h; To a solution of 4.60 g (25.7 mmol) of methyl2-cyano-6-fluorobenzoate [purchased from AstaTech Inc.] in20 ml of methanol, 28.0 ml of a 1 N aqueous sodium hydroxide solution was added at room temperature and reacted at room temperature for 3 hours with stirring. After completion of the reaction, the reaction solution was adjusted to pH 3 by the addition of 1 N hydrochloric acid, followed by extraction with dichloromethane. The obtained organic layer was washed with a saturated aqueous solution of sodium chloride, then dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain 3.42 g of a concentration residue containing 2-cyano-6-fluorobenzoic acid.
  • 4
  • [ 58332-01-7 ]
  • ethyl 5-[(2-cyano-6-fluorophenyl)carbamoyl]-6,6-dimethyl-3-[1-(trimethylsilyl)cyclobutanecarboxamido]-5,6-dihydropyrrolo[3,4-c]pyrazole-2(4H)-carboxylate [ No CAS ]
  • 5
  • [ 58332-01-7 ]
  • 4-(1H-imidazol-4-yl)-N-(1-(methylsulfonyl)piperidin-4-yl)-5-(trifluoromethyl)pyrimidin-2-amine [ No CAS ]
  • 2-(hydroxymethyl)-3-(4-(2-((1-(methylsulfonyl)piperidin-4-yl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)-1H-imidazol-1-yl)benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
A mixture of 4-(1H-imidazol-4-yl)-N-(1-(methylsulfonyl)piperidin-4-yl)-5-(trifluoromethyl)pyrimidin-2-amine (20 mg, 0.051 mmol), <strong>[58332-01-7]methyl 2-cyano-6-fluorobenzoate</strong> (45.9 mg, 0.256 mmol), cesium carbonate (167 mg, 0.512 mmol)and acetonitrile (3 mL)was sparged with nitrogen. The reaction mixture was heated at 80 C. for 1 hour. After filtration of the resultant mixture, the filtrate was concentrated. The residue was dissolved in MeOH (3 mL), followed by the addition of sodium borohydride (19.4 mg, 0.512 mmol). After stirring at room temperature for 2 hours, the solution was concentrated under reduced pressure. The residue was dissolved in MeOH and purified by prep-LCMS (XBridge column, eluting with a gradient of acetonitrile/water containing 0.1% NH4OH, at flow rate of 60 mL/min)to afford the desired product. LCMS calculated for C22H23F3N7O3S (M+H)+: m/z=522.2; Found 522.2.
  • 6
  • [ 403-54-3 ]
  • [ 58332-01-7 ]
  • 7
  • 2-cyano-6-fluorobenzoic acid [ No CAS ]
  • [ 74-88-4 ]
  • [ 58332-01-7 ]
 

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