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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-3-pyridinamine

  • CAS No. 62476-56-6

  • Cat. No. CS-W002136
  • Purity≥98%
  • MDL No.MFCD00023417

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

2,6-Dichloro-3-pyridinamine|CS-W002136

Structure of 62476-56-6

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General Information

  • CAS No. 62476-56-6
  • Cat. No. CS-W002136
  • Purity ≥98%
  • MDL No. MFCD00023417
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Cl₂N₂
  • Molecular Weight 163.01
  • Synonym(s) None
  • SMILES ClC1=NC(Cl)=C(N)C=C1

Description

2,6-Dichloro-3-pyridinamine features a pyridine ring bearing two chlorine substituents at the 2 and 6 positions and an amine group at the 3 position. This electron-deficient heterocycle serves as a key building block in pharmaceutical synthesis, offering enhanced reactivity in nucleophilic substitution and coupling reactions. The molecule exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions.

Application

2,6-Dichloro-3-pyridinamine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 3-position via nucleophilic substitution. The dichloro substitution pattern provides orthogonal reactivity for sequential derivatization, while the amine group offers a handle for amidation, alkylation, or coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in standard cross-coupling and heterocycle construction workflows.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; THIBEAULT, Carl; CLARK, Charles, G.; DELUCCA, Indawati; HU, Carol, Hui; JEON, Yoon; LAM, Patrick, Y., S.; QIAO, Jennifer, X.; YANG, Wu; WANG, Yufeng; WANG, Tammy, C. Patent: WO2014/22349 A1, 2014 ; Location in patent: Paragraph 00221-00222 ;
  • Route2
    • null|null
      462-08-8
    • ~0%
    • In-stock
      2-Chloropyridin-3-amine|CS-W019980
      6298-19-7
    • In-stock
      2,6-Dichloro-3-pyridinamine|CS-W002136
      62476-56-6

    References

    • E.I. DUPONT DE NEMOURS AND COMPANY Patent: WO2005/70888 A2, 2005 ; Location in patent: Page/Page column 15 ;
  • Route3

    References

    • US6303784 B1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317-H318
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.9706
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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