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CS-W001157 4
Total: USD 88.00

3-Bromo-2,6-dimethoxypyridine

  • CAS No. 13445-16-4

  • Cat. No. CS-0097765
  • Purity≥97%
  • MDL No.MFCD08669938

*For research and further manufacturing use only, not for direct human use.

3-Bromo-2,6-dimethoxypyridine|CS-0097765

Structure of 13445-16-4

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General Information

  • CAS No. 13445-16-4
  • Cat. No. CS-0097765
  • Purity ≥97%
  • MDL No. MFCD08669938
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO₂
  • Molecular Weight 218.05
  • Synonym(s) pyridine, 3-bromo-2,6-dimethoxy-
  • SMILES COC1=CC=C(C(OC)=N1)Br

Description

3-Bromo-2,6-dimethoxypyridine features a pyridine core functionalized with bromo and two methoxy groups at strategic positions, enabling selective cross-coupling reactions. The electron-rich aromatic ring facilitates palladium-catalyzed transformations, while the sterically protected ortho-methoxy substituents enhance stability and regiocontrol in synthetic sequences. This compound serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

3-Bromo-2,6-dimethoxypyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo group and electron-rich pyridine core. The ortho-dimethoxy substitution enhances regioselectivity in C–H functionalization and facilitates downstream derivatization for pharmaceutical intermediates. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Struk, Lukasz; Sosnicki, Jacek G. Synthesis, 2012 , vol. 44, # 5 p. 735 - 746
  • Route2

    References

    • Lam, Kim Hung; Gambari, Roberto; Yuen, Marcus Chun Wah; Kan, Chi Wai; Chan, Penni; Xu, Lijin; Tang, Weijun; Chui, Chung Hin; Cheng, Gregory Yin Ming; Wong, Raymond Siu Ming; Lau, Fung Yi; Tong, Cindy Sze Wai; Chan, Andrew Kit Wah; Lai, Paul Bo San; Kok, Stanton Hon Lung; Cheng, Chor Hing; Chan, Albert Sun Chi; Tang, Johnny Cheuk On Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 8 p. 2266 - 2269

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   1.8613
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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