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CS-W001157 4
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5-(Chloromethyl)-2-methoxypyridine

  • CAS No. 101990-70-9

  • Cat. No. CS-0137788
  • Purity≥95%
  • MDL No.MFCD10697570

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

5-(Chloromethyl)-2-methoxypyridine|CS-0137788

Structure of 101990-70-9

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General Information

  • CAS No. 101990-70-9
  • Cat. No. CS-0137788
  • Purity ≥95%
  • MDL No. MFCD10697570
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) 5-(ChloroMerthyl)-2-Methoxy pyridine
  • SMILES COC1=NC=C(CCl)C=C1

Description

5-(Chloromethyl)-2-methoxypyridine features a reactive chloromethyl group appended to a methoxypyridine scaffold, enabling efficient coupling in nucleophilic substitution reactions. The electron-rich pyridine ring enhances regioselective functionalization, while the methoxy substituent stabilizes intermediates under standard conditions. This compound serves as a key synthon in medicinal chemistry for constructing bioactive heterocycles.

Application

5-(Chloromethyl)-2-methoxypyridine serves as a versatile synthetic building block for pyridine-based heterocycles, enabling efficient functionalization at the 5-position via nucleophilic substitution. The chloromethyl group exhibits high reactivity toward amines, thiols, and carbanions, facilitating rapid access to diverse pharmacophores. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for medicinal chemistry campaigns requiring rapid scaffold diversification.

Synthesis

  • Route1

    References

    • Eisai Co., Ltd. Patent: US2006/235225 A1, 2006 ; Location in patent: Page/Page column 4 ;
  • Route2

    References

    • Kyowa Hakko Kirin Co., Ltd. Patent: EP2308880 A1, 2011 ; Location in patent: Page/Page column 56 ;
  • Route3
    • 6-Hydroxynicotinic acid Avatrombopag Impurity|CS-0377520
      5006-66-6
    • ~%
    • In-stock
      5-(Chloromethyl)-2-methoxypyridine|CS-0137788
      101990-70-9

    References

    • Journal of Organic Chemistry, , vol. 56, # 15 p. 4636 - 4645

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302+H312-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   1.829
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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