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Chemical Structure| 348640-26-6 Chemical Structure| 348640-26-6

Structure of 348640-26-6

Chemical Structure| 348640-26-6

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Product Details of [ 348640-26-6 ]

CAS No. :348640-26-6
Formula : C14H10ClIN2O2S
M.W : 432.66
SMILES Code : IC(N1S(=O)(C2=CC=C(C)C=C2)=O)=CC3=C1N=CC=C3Cl
MDL No. :MFCD12964071

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Application In Synthesis of [ 348640-26-6 ]

* 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 [ 348640-26-6 ]

[ 348640-26-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 348640-26-6 ]
  • [ 1181816-12-5 ]
  • tert-butyl 6-(4-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a solution of 4-chloro-2-iodo-l-tosyl-lH-pyrrolo[2,3-b]pyridine (83 mg, 0.191 mmol) in tetrahydrofuran (500 mL), at -78°C under nitrogen was added 1.6 M n-butyl lithium in hexane (251 0.401 mmol). The mixture was stirred for 2 minutes and a solution of tert-butyl 6-oxo-2- azaspiro[3.3]heptane-2-carboxylate (81 mg, 0.382 mmol) in tetrahydrofuran (250 vL) was added by syringe. The mixture was stirred at -78°C for 1 hour and was slowly warmed to ambient temperature overnight. The mixture was poured into 15 mL saturated aqueous ammonium chloride and ethyl acetate was added (10 mL). The organic layer was washed with brine (10 mL), dried over magnesium sulfate, filtered and concentrated. Purification by silica gel flash chromatography (Isco®, Redi-Sep® column, 0-70percent ethyl acetate/hexane, linear gradient) afforded the title compound. lH NMR (500 MHz, dimethylsulfoxide-d6) delta 8.29 (d, J= 5.3 Hz, 1H), 8.20 - 8.13 (m, 2H), 7.44 - 7.35 (m, 3H), 6.88 (s, 1H), 5.83 (s, 1H), 3.96 (s, 2H), 3.80 (s, 2H), 3.05 (d, J= 12.9 Hz, 2H), 2.65 (d, J= 12.5 Hz, 2H), 2.34 (s, 3H), 1.37 (s, 9H). MS (ESI+) m/z 518.3 (M+H)+.
 

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