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CS-W001157 4
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2-Methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

  • CAS No. 1609393-90-9

  • Cat. No. CS-0144904
  • Purity≥95%
  • MDL No.None

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

2-Methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0144904

Structure of 1609393-90-9

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General Information

  • CAS No. 1609393-90-9
  • Cat. No. CS-0144904
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₃
  • Molecular Weight 249.11
  • Synonym(s) 3-Amino-2-methoxyphenylboronic Acid Pinacol Ester
  • SMILES NC1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1OC

Description

This boronate ester features a methoxy-substituted aniline core, enabling efficient coupling in Suzuki-Miyaura reactions. The tetramethyl-1,3,2-dioxaborolane moiety provides exceptional stability and moisture tolerance, facilitating reliable cross-coupling under standard conditions.

Application

2-Methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile boronate building block for Suzuki–Miyaura cross-coupling reactions. Its ortho-aniline functionality enables direct incorporation into biaryl scaffolds, while the methoxy group provides electronic modulation and enhanced solubility. The pinacol boronate ester exhibits excellent bench stability, minimal protodeboronation, and compatibility with diverse reaction conditions, facilitating efficient construction of functionalized heterocycles and pharmaceutical intermediates.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

  • TPSA   53.71
  • LogP   1.5766
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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