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Chemical Structure| 351410-47-4

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5-Bromo-2-methoxy-3-pyridinemethanol

CAS No.: 351410-47-4

4.5 *For Research Use Only !

Cat. No.: A380911 Purity: 98%

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Product Details of [ 351410-47-4 ]

CAS No. :351410-47-4
Formula : C7H8BrNO2
M.W : 218.05
SMILES Code : OCC1=CC(Br)=CN=C1OC
MDL No. :MFCD11840327
InChI Key :PQCNLQJWEVAXSY-UHFFFAOYSA-N
Pubchem ID :22678492

Safety of [ 351410-47-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis [ 351410-47-4 ]

* 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 [ 351410-47-4 ]

[ 351410-47-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 103058-87-3 ]
  • [ 351410-47-4 ]
YieldReaction ConditionsOperation in experiment
93% With methanol; sodium tetrahydroborate; at 0 - 20℃; for 2.25h; (5-bromo-2-methoxypyridin-3-yl)methanol 5-Bromo-2-methoxynicotinaldehyde (2 g, 9.26 mmol) was suspended in CH3OH (40 mL) and the mixture was cooled to 0 C. Sodium borohydride (0.350 g, 9.26 mmol) was added in one portion, causing bubbling. The reaction mixture stirred at 0 C. for 15 minutes, then the flask was removed from the ice bath and allowed to stir at room temperature for 2 hours. The reaction mixture was then concentrated in vacuo, and the crude material was taken up in methyl tert-butyl ether and saturated aqueous NaHCO3 solution. The phases were separated, and the organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to provide the title compound, (1.876 g, 93% yield). 1H NMR (400 MHz, CDCl3) delta ppm 8.15 (d, J=2.5 Hz, 1H), 7.75 (d, J=2.4 Hz, 1H), 4.66 (d, J=6.2 Hz, 2H), 3.99 (s, 3H), 2.15 (t, J=6.3 Hz, 1H); MS (DCI+) m/z 217.8 (M+H).
93% With methanol; sodium tetrahydroborate; at 0℃; for 0.25h; (5-bromo-2-methoxypyridin-3-yl)methanol 5-Bromo-2-methoxynicotinaldehyde (2 g, 9.26 mmol) was suspended in methanol (40 mL) and cooled to 0 C. Sodium borohydride (0.350 g, 9.26 mmol) was added, causing bubbling. The reaction mixture was stirred at 0 C. for 15 minutes, the flask was removed from the ice bath, and the mixture was allowed to stir at room temperature for 2 hours. The reaction mixture was concentrated, and the crude material was taken up in methyl tert-butyl ether and saturated aqueous sodium bicarbonate. The phases were separated, and the organic layer was dried over Na2SO4, filtered and concentrated to afford the title compound (1.876 g, 8.60 mmol, 93% yield). 1H NMR (400 MHz, CDCl3) delta ppm 8.15 (d, J=2.5 Hz, 1H), 7.75 (d, J=2.4 Hz, 1H), 4.66 (d, J=6.2 Hz, 2H), 3.99 (s, 3H), 2.15 (t, J=6.3 Hz, 1H); MS (DCI+) m/z 217.8 (M+H)+.
 

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