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Chemical Structure| 1034467-25-8 Chemical Structure| 1034467-25-8

Structure of 1034467-25-8

Chemical Structure| 1034467-25-8

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Product Details of [ 1034467-25-8 ]

CAS No. :1034467-25-8
Formula : C7H8FNO2
M.W : 157.14
SMILES Code : COCOC1=CN=C(F)C=C1
MDL No. :MFCD22123917

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Application In Synthesis of [ 1034467-25-8 ]

* 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 [ 1034467-25-8 ]

[ 1034467-25-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1034467-25-8 ]
  • [ 1034467-27-0 ]
YieldReaction ConditionsOperation in experiment
53% Preparation 462-Fluoro-4-iodo-5-methoxymethoxy -pyridine Cool a solution of 2-fluoro-5-methoxymethoxy-pyridine (4.1 g, 26.1 mmol) inTHF (60 mL) to -75 0C. Add tert-butyllithium (1.7 M in pentane, 30.4 mL, 51.7 mmol) <n="21"/>over a period of 30 min. Stir the mixture for an additional half an hour. Add iodine (9.8 g, 38.6 mmol, dissolved in 60 mL of THF). Stir for 1 h after the addition is complete. Allow the temperature to raise to RT over 1 h while stirring. Treat the mixture with water. Extract the solution with ethyl acetate three times. Wash the organic layer with aqueous saturated sodium chloride. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to a brown solid. Triturate the brown solid with hexane. Filter to afford the title compound (3.9 g, 53 %) as a brown solid. 1H NMR (400 MHz, CDCl3) delta 3.53 (s, 3H), 5.23 (s, 2H), 7.39 (d, J= 4.0 Hz, 1 H), 7.96 (d, J= 1.6 Hz, IH).
52.8% Preparation 18; 2-Fluoro-4-iodo-5-methoxymethoxy -pyridine; Cool a solution of 2-fluoro-5-methoxymethoxy-pyridine (4.1 g, 26.1 mmol) inTHF (60 mL) to -75 0C. Add tert-butyllithium (1.7 M in pentane, 30.4 mL, 51.66 mmol) over a period of 30 min. Stir the mixture for an additional half an hour. Add iodine (9.8 g, 38.61 mmol, dissolved in 60 mL of tetrhydrofuran). Stir for 1 hour after the addition is complete. Allow the temperature to rise to room temperature over 1 hour while stirring. Treat the mixture with water. Extract the solution with ethyl acetate three times. Wash the organic layer with saturated aqueous sodium chloride. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to a brown solid. Triturate the brown solid with hexane. Filter to afford the title compound (3.9 g, 52.8 %) as a brown solid. 1H NMR (400 MHz, CDCl3) delta 3.53 (s, 3H), 5.23 (s, 2H), 7.39 (d, J= 4.0 Hz, 1 H), 7.96 (d, J = 1.6 Hz, IH).
 

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