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tert-Butyl 3-bromo-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate

  • CAS No. 1000577-81-0

  • Cat. No. CS-W022994
  • Purity≥98%
  • MDL No.MFCD09878671

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

tert-Butyl 3-bromo-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate|CS-W022994

Structure of 1000577-81-0

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General Information

  • CAS No. 1000577-81-0
  • Cat. No. CS-W022994
  • Purity ≥98%
  • MDL No. MFCD09878671
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BrNO₂S
  • Molecular Weight 318.23
  • Synonym(s) Thieno[3,2-c]pyridine-5(4H)-carboxylic acid, 3-bromo-6,7-dihydro-, 1,1-dimethylethyl ester
  • SMILES CC(C)(C)OC(=O)N1CCC2=C(C1)C(Br)=CS2

Description

tert-Butyl 3-bromo-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate features a brominated dihydrothienopyridine core with a bench-stable tert-butyl ester handle. This electrophilic scaffold enables direct coupling in cross-coupling reactions and integrates readily into complex heterocyclic architectures under standard conditions.

Application

tert-Butyl 3-bromo-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate serves as a versatile building block for the synthesis of thienopyridine-based scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester provides stability and facilitates selective deprotection under mild acidic conditions. This compound exhibits excellent bench stability and functional group tolerance, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

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   29.54
  • LogP   3.8038
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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