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Chemical Structure| 1298032-38-8 Chemical Structure| 1298032-38-8

Structure of 1298032-38-8

Chemical Structure| 1298032-38-8

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Product Details of [ 1298032-38-8 ]

CAS No. :1298032-38-8
Formula : C8H10BrNO
M.W : 216.08
SMILES Code : BrC1=CC=C(N=C1)CCOC
MDL No. :MFCD28337988

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Application In Synthesis of [ 1298032-38-8 ]

* 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 [ 1298032-38-8 ]

[ 1298032-38-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1206968-77-5 ]
  • [ 1298032-38-8 ]
YieldReaction ConditionsOperation in experiment
41% With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20℃; for 16.5h; Example A52 5-Bromo-2-(2-methoxy-ethyl)-pyridine A 60% dispersion of sodium hydride in mineral oils, (0.43 g, 11.1 mmol) was added portionwise to a stirred solution of intermediate 51 (2.8 g, 10.1 mmol) in THF (50 ml). The mixture was stirred at 0 C. for 30 min. and at RT for 16 h. A saturated solution of ammonium chloride was added and the organic layer was separated. The aqueous layer was extracted with DCM and the combined organic extracts were dried (Na2SO4), filtered and the solvents evaporated in vacuo to yield 52 (0.9 g, 41%) as a colourless oil.
  • 2
  • [ 67-56-1 ]
  • [ 1206968-77-5 ]
  • [ 1298032-38-8 ]
  • 3
  • [ 1206968-77-5 ]
  • [ 74-88-4 ]
  • [ 1298032-38-8 ]
YieldReaction ConditionsOperation in experiment
68% NaH (60% in mineral oil, 109 mg, 2.73 mmol) was added to a cooled (-78 C) solution of <strong>[1206968-77-5]2-(5-bromopyridin-2-yl)ethanol</strong> (500 mg, 2.48 mmol) in THF (10 mL), stirred at -78 C for 30 min, then Mel (0.17 mL, 2.73 mmol) added. The reaction mixture was allowed to attain rt and stirred overnight, then was quenched with sat. aq. NH4CI (5 mL). The separated aqueous layer was extracted with CH2CI2 (3 10 mL), the combined organics dried (Na2SO4) and the solvent removed under reduced pressure. Purification by column chromatography (0-30% EtOAc in heptane) afforded a colourless oil (401 mg, 68%). LCMS (method B): m/z 216.5/218.5 [M+H]+ at 1.00 min. 1H NMR (500 MHz, DMSO-d6) 8.59 (dd, J = 2.5, 0.7 Hz, 1H), 7.94 (dd, J = 8.3, 2.5 Hz, 1H), 7.29 (dd, J = 8.3, 0.7 Hz, 1H), 3.66 (t, J = 6.6 Hz, 2H), 3.22 (s, 3H), 2.93 (t, J = 6.5 Hz, 2H).
 

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