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Chemical Structure| 465514-05-0 Chemical Structure| 465514-05-0

Structure of 465514-05-0

Chemical Structure| 465514-05-0
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Product Details of [ 465514-05-0 ]

CAS No. :465514-05-0
Formula : C11H7ClFNO2
M.W : 239.63
SMILES Code : O=C(Cl)C1=C(C)ON=C1C2=CC=C(F)C=C2
MDL No. :MFCD03407358

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Application In Synthesis of [ 465514-05-0 ]

* 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 [ 465514-05-0 ]

[ 465514-05-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 50820-65-0 ]
  • [ 465514-05-0 ]
  • [ 934277-57-3 ]
YieldReaction ConditionsOperation in experiment
23% EXAMPLE 1 3-[3-(4-Fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-1H-indole-6-carboxylic acid cyclopropylmethyl-amide a) Step 1: 3-[3-(4-Fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-1H-<strong>[50820-65-0]indole-6-carboxylic acid methyl ester</strong> To a stirred solution of 1.75 g (10 mmol) <strong>[50820-65-0]methyl indole-6-carboxylate</strong> (commercially available) in 15 mL of dry CH2Cl2 under argon at 0 C. was added 1.41 mL (12 mmol) of SnCl4 in one portion. After removing the ice-bath, the mixture was stirred for 40 min at room temperature and then 2.39 g (10 mmol) of 3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid chloride (Prepared from the corresponding acid according to: J. Agric. Food Chem. 1995, 43, 219-228.) in 5 mL of CH2Cl2 was added at 0 C. followed by the addition of 15 mL of nitromethane in one portion. The mixture was stirred for 15 minutes at 0 C., after which 50 mL of ice-water was added to quench the reaction. The organic phase was separated and the aqueous solution was extracted with CH2Cl2 (2×20 mL). The combined extracts were washed with brine (30 mL), dried over Na2SO4, and evaporated to give 3.5 g of crude product (purity30%, LCMS) as brown semi-solid. The crude product was further washed with ethyl acetate to give 0.85 g of the title compound in 23% yield as a light-yellow powder. (m/e): 379.2 (MH+; 100%).
 

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