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CS-W001157 4
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Methyl 3-amino-2-bromobenzoate

  • CAS No. 106896-48-4

  • Cat. No. CS-W006317
  • Purity≥98%
  • MDL No.MFCD03844437

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

Methyl 3-amino-2-bromobenzoate|CS-W006317

Structure of 106896-48-4

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General Information

  • CAS No. 106896-48-4
  • Cat. No. CS-W006317
  • Purity ≥98%
  • MDL No. MFCD03844437
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrNO₂
  • Molecular Weight 230.06
  • Synonym(s) 3-Amino-2-bromo-benzoicacidmethylester
  • SMILES O=C(OC)C1=CC=CC(N)=C1Br

Description

Methyl 3-amino-2-bromobenzoate features a bromine atom at the ortho position relative to the ester group, enhancing electrophilic reactivity in cross-coupling transformations. The para-amino functionality enables direct incorporation into peptide-like scaffolds or further derivatization via diazotization. This bench-stable derivative offers high solubility in common organic solvents and compatibility with palladium-catalyzed reactions under standard conditions.

Application

Methyl 3-amino-2-bromobenzoate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the amino and bromo sites. Its bench-stable nature and compatibility with Pd-catalyzed cross-coupling reactions facilitate efficient construction of complex scaffolds. The molecule's dual functionality supports sequential derivatization strategies, making it valuable for targeted library synthesis and API development.

Synthesis

  • Route1

    References

    • PFIZER INC. Patent: WO2004/63198 A1, 2004 ; Location in patent: Page 77 ; WO 2004/063198 A1
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 53, # 6 p. 1170 - 1176
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 53, # 6 p. 1170 - 1176

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.8179
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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