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CS-W001157 4
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4-methoxy-3-nitropyridin-2-amine

  • CAS No. 84487-08-1

  • Cat. No. CS-0456152
  • Purity≥98%
  • MDL No.MFCD07437843

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

4-methoxy-3-nitropyridin-2-amine|CS-0456152

Structure of 84487-08-1

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General Information

  • CAS No. 84487-08-1
  • Cat. No. CS-0456152
  • Purity ≥98%
  • MDL No. MFCD07437843
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇N₃O₃
  • Molecular Weight 169.14
  • Synonym(s) 4-Methoxy-3-nitro-pyridin-2-ylamine
  • SMILES NC1=NC=CC(OC)=C1[N+]([O-])=O

Description

4-Methoxy-3-nitropyridin-2-amine features a pyridine core bearing a methoxy group at C4 and a nitro substituent at C3, positioned ortho to the aniline nitrogen. This electron-deficient heterocycle integrates readily into cross-coupling workflows and serves as a key intermediate in the synthesis of bioactive nitrogen-containing scaffolds.

Application

4-Methoxy-3-nitropyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. Its ortho-directing amino group and electron-withdrawing nitro functionality facilitate selective metal-catalyzed couplings and sequential transformations. The methoxy substituent enhances solubility and modulates electronic properties, while the molecule exhibits sufficient bench stability for routine handling and purification.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      124-41-4
    • In-stock
      2-Amino-4-chloro-3-nitropyridine|CS-W008722
      6980-08-1
    • ~%
    • In-stock
      4-methoxy-3-nitropyridin-2-amine|CS-0456152
      84487-08-1

    References

    • H. LUNDBECK A/S; JØRGENSEN, Morten; BRUUN, Anne Techau; RASMUSSEN, Lars Kyhn Patent: WO2013/34761 A1, 2013 ; Location in patent: Page/Page column 19 ;
  • Route2
    • null|null
      84249-01-4
    • ~94%
    • In-stock
      4-methoxy-3-nitropyridin-2-amine|CS-0456152
      84487-08-1

    References

    • Deady, Leslie W.; Korytsky, Olga L.; Rowe, Jeffrey E. Australian Journal of Chemistry, 1982 , vol. 35, # 10 p. 2025 - 2034
  • Route3
    • null|null
      67-56-1
    • In-stock
      2-Amino-4-chloro-3-nitropyridine|CS-W008722
      6980-08-1
    • ~54%
    • In-stock
      4-methoxy-3-nitropyridin-2-amine|CS-0456152
      84487-08-1

    References

    • Barraclough; Black; Cambridge; Collard; Firmin; Gerskowitch; Glen; Giles; Hill; Hull; Iyer; King; Kneen; Lindon; Nobbs; Randall; Shah; Smith; Vine; et al. Journal of Medicinal Chemistry, 1990 , vol. 33, # 8 p. 2231 - 2239

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   91.28
  • LogP   0.5806
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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