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CS-W001157 4
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5-(Aminomethyl)-2-chlorophenol

  • CAS No. 943816-63-5

  • Cat. No. CS-0157088
  • Molecule weight157.60
  • Purity≥97%
  • MDL No.MFCD16999583

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

5-(Aminomethyl)-2-chlorophenol|CS-0157088

Structure of 943816-63-5

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General Information

  • CAS No. 943816-63-5
  • Cat. No. CS-0157088
  • Purity ≥97%
  • MDL No. MFCD16999583
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) Phenol, 5-(aminomethyl)-2-chloro-
  • SMILES C1=CC(=C(C=C1CN)O)Cl

Description

5-(Aminomethyl)-2-chlorophenol features a chlorinated aromatic core with a pendant aminomethyl group, enabling facile functionalization in synthetic sequences. This bench-stable scaffold integrates readily into bioactive molecule frameworks, offering a strategic handle for conjugation and derivatization in medicinal chemistry and materials development.

Application

5-(Aminomethyl)-2-chlorophenol serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both amino and phenolic functionalities. Its ortho-chlorine facilitates subsequent palladium-catalyzed cross-coupling reactions, while the aminomethyl group offers straightforward derivatization via alkylation or reductive amination. The compound exhibits bench stability and compatibility with standard purification methods, making it well-suited for iterative synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1
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    • ~%
    • In-stock
      5-(Aminomethyl)-2-chlorophenol|CS-0157088
      943816-63-5

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BEAULIEU, Pierre Louis; BAILEY, Murray; BILODEAU, François; CARSON, Rebekah; GIROUX, André; GODBOUT, Cédrickx; HUCKE, Oliver; JOLY, Marc-André; LEBLANC, Mélissa; LEPAGE, Olivier; MOREAU, Benoît; NAUD, Julie; POIRIER, Martin; VILLEMURE, Elisia Patent: WO2013/152065 A2, 2013 ; Location in patent: Page/Page column 67; 68 ;
  • Route2

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BEAULIEU, Pierre Louis; BAILEY, Murray; BILODEAU, François; CARSON, Rebekah; GIROUX, André; GODBOUT, Cédrickx; HUCKE, Oliver; JOLY, Marc-André; LEBLANC, Mélissa; LEPAGE, Olivier; MOREAU, Benoît; NAUD, Julie; POIRIER, Martin; VILLEMURE, Elisia Patent: WO2013/152065 A2, 2013 ;
  • Route3
    • (4-Chloro-3-methoxyphenyl)methanamine|CS-0108805
      247569-42-2
    • ~%
    • In-stock
      5-(Aminomethyl)-2-chlorophenol|CS-0157088
      943816-63-5

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BEAULIEU, Pierre Louis; BAILEY, Murray; BILODEAU, François; CARSON, Rebekah; GIROUX, André; GODBOUT, Cédrickx; HUCKE, Oliver; JOLY, Marc-André; LEBLANC, Mélissa; LEPAGE, Olivier; MOREAU, Benoît; NAUD, Julie; POIRIER, Martin; VILLEMURE, Elisia Patent: WO2013/152065 A2, 2013 ;

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   1.5043
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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