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Chemical Structure| 708273-70-5 Chemical Structure| 708273-70-5

Structure of 708273-70-5

Chemical Structure| 708273-70-5

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Product Details of [ 708273-70-5 ]

CAS No. :708273-70-5
Formula : C7H8BrNO
M.W : 202.05
SMILES Code : COCC1=CN=C(Br)C=C1
MDL No. :MFCD18837142

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Application In Synthesis of [ 708273-70-5 ]

* 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 [ 708273-70-5 ]

[ 708273-70-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 101990-45-8 ]
  • [ 124-41-4 ]
  • [ 708273-70-5 ]
YieldReaction ConditionsOperation in experiment
90% In methanol; at 20℃; for 3h; 2-Bromo-5-(methoxymethyl)pyridine. 2-Bromo-5-bromomethyl-pyridine, 4 (3.58 g, 14.3 mmoles) was dissolved in methanol (20 mL) under nitrogen. Sodium methoxide (0.89 g, 15.7 mmoles, 95%) was added and the mixture stirred at room temperature. After 3 hours, the methanol was rotovapped off and the residue dissolved in dichloromethane and washed with water. The organic extract was adsorbed onto silica gel and chromatographed. The column was eluted with a gradient of hexane to 20% ethyl acetate/hekane. Pure fractions were combined and concentrated to provide the title compound as a colorless oil, 2.62 g (90%). LC/MS (M+H)+ m/z=202.0.
90% In methanol; at 20℃; for 3h;Inert atmosphere; Step B2-Bromo-5-(methoxymethyl)pyridine. 2-Bromo-5-bromomethyl-pyridine, 4 (3.58 g, 14.3 mmoles) was dissolved in methanol (20 mL) under nitrogen. Sodium methoxide (0.89 g, 15.7 mmoles, 95%) was added and the mixture stirred at room temperature. After 3 hours, the methanol was rotovapped off and the residue dissolved in dichloromethane and washed with water. The organic extract was adsorbed onto silica gel and chromatographed. The column was eluted with a gradient of hexane to 20% ethyl acetate/hexane. Pure fractions were combined and concentrated to provide the title compound as a colorless oil, 2.62 g (90%). LC/MS (M+H)+ m/z = 202.0.
  • 2
  • [ 67-56-1 ]
  • [ 101990-45-8 ]
  • [ 124-41-4 ]
  • [ 708273-70-5 ]
YieldReaction ConditionsOperation in experiment
87.8% at 0 - 20℃; for 3h; To a solution of 169-S2 (3.81 g, 15.3 mmol) in MeOH (38 mL) was added MeONa (4.1 mL, 30% wt in MeOH) at 0 C. Thereaction mixture was stirred at room temperature for 3 hours and concentrated to dryness. The remaining material was diluted with EtOAc, washed with water and brine, dried over Na2SO4, and concentrated to dryness. The remaining residue was purified by column chromatography on silica gel (eluted with PE/EtOAc =100:1) to afford 169-S3 (2.7 g, 87.8% yield) as a yellow oil. LC/MS (ESI) m/z: 202 (M+H)t
 

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