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tert-Butyl 5-bromo-3-methyl-1H-indazole-1-carboxylate

  • CAS No. 552331-49-4

  • Cat. No. CS-0085370
  • Purity≥95%
  • MDL No.MFCD24471372

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

tert-Butyl 5-bromo-3-methyl-1H-indazole-1-carboxylate|CS-0085370

Structure of 552331-49-4

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General Information

  • CAS No. 552331-49-4
  • Cat. No. CS-0085370
  • Purity ≥95%
  • MDL No. MFCD24471372
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅BrN₂O₂
  • Molecular Weight 311.17
  • Synonym(s) N-BOC-5-BROMO INDAZOLE
  • SMILES O=C(N1N=C(C)C2=C1C=CC(Br)=C2)OC(C)(C)C

Description

tert-Butyl 5-bromo-3-methyl-1H-indazole-1-carboxylate features a brominated indazole core with a methyl group at the 3-position and a tert-butyl ester handle. This scaffold enables direct functionalization in late-stage diversification, particularly in cross-coupling reactions. The tert-butyl ester offers stability under basic conditions while permitting straightforward deprotection to the carboxylic acid.

Application

tert-Butyl 5-bromo-3-methyl-1H-indazole-1-carboxylate serves as a versatile building block for the synthesis of substituted indazole scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester offers stability and convenient deprotection under mild acidic conditions. Its methyl substituent at C3 provides regiocontrol in further functionalization, making it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and other bioactive heterocycles.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   44.12
  • LogP   3.89042
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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