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tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

  • CAS No. 365996-06-1

  • Cat. No. CS-W006600
  • Purity≥97%
  • MDL No.MFCD09951958

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

tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate|CS-W006600

Structure of 365996-06-1

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General Information

  • CAS No. 365996-06-1
  • Cat. No. CS-W006600
  • Purity ≥97%
  • MDL No. MFCD09951958
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BrN₂O₂S
  • Molecular Weight 319.22
  • Synonym(s) Thiazolo[5,4-c]pyridine-5(4H)-carboxylic acid, 2-broMo-6,7-dihydro-, 1,1-diMethylethyl ester
  • SMILES O=C(N1CCC2=C(SC(Br)=N2)C1)OC(C)(C)C

Description

tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate features a brominated thiazolopyridine core with a bench-stable tert-butyl ester handle. This electrophilic scaffold integrates readily into transition-metal-catalyzed couplings, enabling efficient access to functionalized heterocycles for medicinal chemistry and materials synthesis.

Application

tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate serves as a versatile building block for constructing thiazolopyridine scaffolds prevalent in medicinal chemistry. The bromo group enables palladium-catalyzed cross-coupling reactions, while the protected carboxylate facilitates subsequent deprotection and functionalization. Its bench-stable nature and compatibility with diverse reaction conditions support efficient synthesis of complex heterocyclic architectures.

Synthesis

  • Route1

    References

    • Haginoya, Noriyasu; Komoriya, Satoshi; Osanai, Ken; Yoshino, Toshiharu; Nagata, Tsutomu; Nagamochi, Masatoshi; Muto, Ryo; Yamaguchi, Mitsuhiro; Nagahara, Takayasu; Kanno, Hideyuki Heterocycles, 2004 , vol. 63, # 7 p. 1555 - 1561
  • Route2

    References

    • EP1270557 A1, ;
  • Route3
    • null|null
      79099-07-3
    • ~%
    • In-stock
      tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate|CS-W006600
      365996-06-1

    References

    • Heterocycles, , vol. 63, # 7 p. 1555 - 1561

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   42.43
  • LogP   3.1988
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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