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tert-Butyl 6-bromo-4-methoxy-1H-indazole-1-carboxylate

  • CAS No. 1169789-29-0

  • Cat. No. CS-0041004
  • Purity≥97%
  • MDL No.MFCD23134666

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

tert-Butyl 6-bromo-4-methoxy-1H-indazole-1-carboxylate|CS-0041004

Structure of 1169789-29-0

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General Information

  • CAS No. 1169789-29-0
  • Cat. No. CS-0041004
  • Purity ≥97%
  • MDL No. MFCD23134666
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅BrN₂O₃
  • Molecular Weight 327.17
  • Synonym(s) 1-Boc-6-broMo-4-Methoxy-1H-indazole
  • SMILES O=C(N1N=CC2=C1C=C(Br)C=C2OC)OC(C)(C)C

Description

tert-Butyl 6-bromo-4-methoxy-1H-indazole-1-carboxylate features a brominated indazole core with orthogonal functional handles: a bench-stable tert-butyl ester and a methoxy group at the 4-position. This combination enables selective late-stage diversification in medicinal chemistry, particularly for C–H functionalization or cross-coupling reactions under mild conditions.

Application

tert-Butyl 6-bromo-4-methoxy-1H-indazole-1-carboxylate serves as a versatile building block for the synthesis of indazole-based scaffolds in medicinal chemistry. The bromo group enables palladium-catalyzed cross-coupling reactions, while the methoxy substituent provides moderate electron-donating character and orthogonality to other functional groups. The tert-butyl ester offers bench stability and facilitates straightforward deprotection under acidic conditions, enabling efficient access to the corresponding carboxylic acid intermediate.

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   53.35
  • LogP   3.5906
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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