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Methyl 6-chloro-2-(difluoromethoxy)nicotinate

  • CAS No. 1805519-87-2

  • Cat. No. CS-0160558
  • Molecule weight237.59
  • Purity≥95%
  • MDL No.MFCD28751090

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

Methyl 6-chloro-2-(difluoromethoxy)nicotinate|CS-0160558

Structure of 1805519-87-2

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General Information

  • CAS No. 1805519-87-2
  • Cat. No. CS-0160558
  • Purity ≥95%
  • MDL No. MFCD28751090
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClF₂NO₃
  • Molecular Weight 237.59
  • Synonym(s) 3-Pyridinecarboxylic acid, 6-chloro-2-(difluoromethoxy)-, methyl ester
  • SMILES O=C(OC)C1=C(OC(F)F)N=C(Cl)C=C1

Description

Methyl 6-chloro-2-(difluoromethoxy)nicotinate features a trifluoromethyl-like electronic profile due to the difluoromethoxy group, enhancing electrophilicity at the pyridine ring. This bench-stable ester integrates readily into synthetic sequences requiring electron-deficient heterocyclic scaffolds, particularly in medicinal chemistry and agrochemical lead optimization.

Application

Methyl 6-chloro-2-(difluoromethoxy)nicotinate serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its trifunctionalized pyridine core—featuring a chloro group at C6, a difluoromethoxy substituent at C2, and a methyl ester at C1—offers orthogonal reactivity for cross-coupling, nucleophilic substitution, and selective reduction. The molecule exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in standard synthetic workflows involving Pd-catalyzed transformations or electrophilic functionalization.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   48.42
  • LogP   2.123
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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