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Chemical Structure| 13472-85-0 Chemical Structure| 13472-85-0
Chemical Structure| 13472-85-0

5-Bromo-2-methoxypyridine

CAS No.: 13472-85-0

4.5 *For Research Use Only !

Cat. No.: A109888 Purity: 98%

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Product Citations

Product Citations

William F. Tracy ; Geraint H. M. Davies ; Lauren N. Grant ; Jacob M. Ganley ; Jesus Moreno ; Emily C. Cherney , et al.

Abstract: Immunomodulatory imide drugs form the core of many pharmaceutically relevant structures, but Csp2–Csp2 bond formation via metal-catalyzed cross coupling is difficult due to the sensitivity of the glutarimide ring ubiquitous in these structures. We report that replacement of the traditional alkali base with a fluoride source enhances a previously challenging Suzuki–Miyaura coupling on glutarimide-containing compounds with trifluoroborates. These enabling conditions are reactive enough to generate these derivatives in high yields but mild enough to preserve both the glutarimide and its sensitive stereocenter. Experimental and computational data suggest a mechanistically distinct process of π-coordination of the trifluoroborate enabled by these conditions.

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Product Details of 5-Bromo-2-methoxypyridine

CAS No. :13472-85-0
Formula : C6H6BrNO
M.W : 188.02
SMILES Code : C1=CC(=CN=C1OC)Br
MDL No. :MFCD01318952
InChI Key :XADICJHFELMBGX-UHFFFAOYSA-N
Pubchem ID :2734895

Safety of 5-Bromo-2-methoxypyridine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 5-Bromo-2-methoxypyridine

* 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.

  • Upstream synthesis route of [ 13472-85-0 ]
  • Downstream synthetic route of [ 13472-85-0 ]

[ 13472-85-0 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 13472-85-0 ]
  • [ 138469-76-8 ]
References: [1] Journal of Organic Chemistry, 2012, vol. 77, # 3, p. 1217 - 1232.
  • 2
  • [ 13472-85-0 ]
  • [ 1339928-25-4 ]
References: [1] Patent: US9249156, 2016, B2, .
[2] Patent: US9249156, 2016, B2, .
[3] Patent: US9249156, 2016, B2, .
[4] Patent: WO2018/85342, 2018, A1, .
[5] Patent: WO2018/85342, 2018, A1, .
[6] Patent: WO2018/85342, 2018, A1, .
  • 3
  • [ 13472-85-0 ]
  • [ 886365-25-9 ]
References: [1] Patent: US2014/94456, 2014, A1, .
[2] Patent: WO2015/153683, 2015, A1, .
[3] Patent: WO2018/83136, 2018, A1, .
 

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