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CS-W001157 4
Total: USD 88.00

tert-Butyl 6-chloronicotinate

  • CAS No. 115309-57-4

  • Cat. No. CS-0130069
  • Molecule weight213.66
  • Purity≥97%
  • MDL No.MFCD08277247

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

tert-Butyl 6-chloronicotinate|CS-0130069

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General Information

  • CAS No. 115309-57-4
  • Cat. No. CS-0130069
  • Purity ≥97%
  • MDL No. MFCD08277247
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂ClNO₂
  • Molecular Weight 213.66
  • Synonym(s) tert-butyl 6-chloropyridine-3-carboxylate
  • SMILES O=C(C1=CC=C(Cl)N=C1)OC(C)(C)C

Description

tert-Butyl 6-chloronicotinate features a chlorine-substituted pyridine ring with a tert-butyl ester group, offering enhanced stability and solubility in organic media. This bench-stable derivative serves as a key building block for synthesizing bioactive heterocycles, particularly in medicinal chemistry and agrochemical development.

Application

tert-Butyl 6-chloronicotinate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted nicotinates via palladium-catalyzed cross-coupling reactions. The chloro group at the 6-position provides high reactivity in Suzuki, Stille, and Negishi transformations, while the tert-butyl ester offers bench stability and facile deprotection under mild acidic conditions. This combination supports rapid diversification in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • US6239152 B1, ;
  • Route2

    References

    • Wright, Stephen W. Journal of Heterocyclic Chemistry, 2012 , vol. 49, # 2 p. 442 - 445
  • Route3

    References

    • Hoffmann-Emery, Fabienne; Hilpert, Hans; Scalone, Michelangelo; Waldmeier, Pius Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 2000 - 2008

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   2.6903
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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