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Chemical Structure| 1220126-97-5 Chemical Structure| 1220126-97-5

Structure of 1220126-97-5

Chemical Structure| 1220126-97-5

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Product Details of [ 1220126-97-5 ]

CAS No. :1220126-97-5
Formula : C7H8BrNO
M.W : 202.05
SMILES Code : CC(O)C1=CC(Br)=NC=C1
MDL No. :MFCD28339752

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Application In Synthesis of [ 1220126-97-5 ]

* 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 [ 1220126-97-5 ]

[ 1220126-97-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 676-58-4 ]
  • [ 118289-17-1 ]
  • [ 1220126-97-5 ]
YieldReaction ConditionsOperation in experiment
To a chilled (-780C) solution of <strong>[118289-17-1]2-bromo-pyridine-4-carbaldehyde</strong> (10.0 g, 53.8 mmol) in THF (100 mL) was added a 3 M solution of methylmagnesium chloride in THF (18 mL, 54 mmol) over a 10 minute period. After 1 hour, the yellow solution was allowed to warm gradually to room temperature over a 3 hour period. The reaction was quenched by the slow addition of saturated aqueous NH4Cl (50 mL) and extracted with EtOAc (2 x 200 mL). The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated to afford a brown oil. The crude material was purified by silica gel chromatography eluting with a gradient of 10-45% EtOAc in hexanes to afford l-(2- bromo-pyridin-4-yl)-ethanol.
Example 14: Synthesis of (5)-l-(2-Methanesulfonyl-pyridin-4-yl)-ethylamine hydrochloride (14); To a chilled (-78C) solution of <strong>[118289-17-1]2-bromopyridine-4-carboxaldehyde</strong> (10.0 g, 53.8 mmol) in THF (100 mL) is added a 3 M solution of methylmagnesium chloride in THF (18 mL, 54 mmol) over a 10 minute period. After 1 hour, the solution is allowed to warm gradually to room temperature over a 3 hour period. The reaction is quenched by the slow addition of saturated aqueous NH4C1 (50 mL) and extracted with EtOAc (2 x 200 mL). The combined organic layers are washed with brine, dried over sodium sulfate, and concentrated to afford an oil. The crude material is purified by silica gel chromatography eluting with a gradient of 10-45% EtOAc in hexanes to afford l-(2-bromopyridin-4-yl)-ethanol.
 

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