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

  • CAS No. 1253654-37-3

  • Cat. No. CS-W022987
  • Purity≥98%
  • MDL No.MFCD17215781

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

tert-Butyl 2-bromo-6,7-dihydrothiazolo[4,5-c]pyridine-5(4H)-carboxylate|CS-W022987

Structure of 1253654-37-3

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General Information

  • CAS No. 1253654-37-3
  • Cat. No. CS-W022987
  • Purity ≥98%
  • MDL No. MFCD17215781
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BrN₂O₂S
  • Molecular Weight 319.22
  • Synonym(s) Thiazolo[4,5-c]pyridine-5(4H)-carboxylic acid, 2-bromo-6,7-dihydro-, 1,1-dimethylethyl ester
  • SMILES O=C(N1CCC(SC(Br)=N2)=C2C1)OC(C)(C)C

Description

tert-Butyl 2-bromo-6,7-dihydrothiazolo[4,5-c]pyridine-5(4H)-carboxylate features a brominated thiazolopyridine core with a bench-stable tert-butyl ester handle. This electrophilic scaffold integrates readily into late-stage diversification workflows, enabling efficient access to functionalized heterocycles via cross-coupling and nucleophilic substitution reactions.

Application

tert-Butyl 2-bromo-6,7-dihydrothiazolo[4,5-c]pyridine-5(4H)-carboxylate serves as a versatile building block for the synthesis of thiazolopyridine-based heterocycles, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates selective derivatization, while the tert-butyl ester offers stability and straightforward deprotection under mild acidic conditions. Its compatibility with diverse reaction conditions makes it valuable for medicinal chemistry campaigns requiring rapid scaffold diversification.

Safety Information

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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

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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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