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Chemical Structure| 89532-07-0 Chemical Structure| 89532-07-0

Structure of 89532-07-0

Chemical Structure| 89532-07-0

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Product Details of [ 89532-07-0 ]

CAS No. :89532-07-0
Formula : C6H11N3O2S
M.W : 189.24
SMILES Code : O=S(C1=C(C)N(C)N=C1C)(N)=O
MDL No. :MFCD00233476

Safety of [ 89532-07-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 89532-07-0 ]

* 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 [ 89532-07-0 ]

[ 89532-07-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 59340-27-1 ]
  • [ 89532-07-0 ]
YieldReaction ConditionsOperation in experiment
2-Chloro-6-[3-[2-[1-(trifluoromethyl)cyclopropyl]ethoxy]pyrazol-1-yl]pyridine-3- carboxylic acid (100 mg, 0.2661 mmol) and CDI (approximately 51.38 mg, 0.3169 mmol) were combined in THF (600.0 muL) and stirred at room temperature for 2 hours. Meanwhile, <strong>[59340-27-1]1,3,5-trimethylpyrazole-4-sulfonyl chloride</strong> (approximately 55.53 mg, 0.2661 mmol) was combined with ammonia (approximately 250.0 muL of 7 M, 1.750 mmol) (in methanol) in a seperate vial, instantly forming a white solid. After stirring for an additonal 20 min, the volatiles were removed by evaporation, and 1 mL of dichloromethane was added to the solid residue, and also evaporated. DBU(approximately 54.41 mg, 53.45 muL, 0.3574 mmol) was added and stirred at 60 C for 5 minutes, (to facilitate the removal of ammonia from any residual ammonium chlroride) followed by 1 mL THF, which was subsequently evaporated. The contents of the vial containing the CDI activated carboxylic acid in THF were then added to the vial containing the newly formed sulfonamide and DBU, and the reaction mixture was stirred for 4 h at room temperature. The reaction mixture was diluted with 10 mL ethyl acetate, and washed with 10 mL 1 M citric acid. The aqueous layer was extracted with ethyl acetate (2 x 10 mL), and the combined organics were washed with brine, dried over sodium sulfate, and concentrated to give a white solid. This material was used in the next step without further purification.2-Chloro-6-[3-[2-[1- (trifluoromethyl)cyclopropyl]ethoxy]pyrazol-1-yl]-N-(1,3,5-trimethylpyrazol-4- yl)sulfonyl-pyridine-3-carboxamide (139 mg, 96%).
 

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