Description
2,6-Diamino-3,5-difluoropyridine (CAS No. 247069-27-8) is a high-purity fluorinated pyridine derivative with the molecular formula C5H5F2N3. This compound, also known by its IUPAC name 3,5-difluoropyridine-2,6-diamine, is a versatile building block in pharmaceutical and agrochemical research. Its unique structure, featuring both amino and fluorine substituents on the pyridine ring, enables selective reactivity for heterocyclic synthesis, cross-coupling reactions, and ligand design. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for nucleophilic substitution, metal-catalyzed transformations, and the development of fluorinated bioactive molecules. Store under inert conditions at 2-8°C to ensure stability.
Properties
- CAS Number: 247069-27-8
- Complexity: 109
- IUPAC Name: 3,5-difluoropyridine-2,6-diamine
- InChI: InChI=1S/C5H5F2N3/c6-2-1-3(7)5(9)10-4(2)8/h1H,(H4,8,9,10)
- InChI Key: GCIUCMRUMOAHKR-UHFFFAOYSA-N
- Exact Mass: 145.04515350
- Molecular Formula: C5H5F2N3
- Molecular Weight: 145.11
- SMILES: C1=C(C(=NC(=C1F)N)N)F
- Topological: 64.9
- Monoisotopic Mass: 145.04515350
- Synonyms: 247069-27-8, 2,6-Diamino-3,5-difluoropyridine, DTXSID20436387, DTXCID90387211, 623-869-3, 3,5-difluoropyridine-2,6-diamine, 2,6-Pyridinediamine, 3,5-difluoro-, MFCD03412208, 3,?5-?difluoro-2,?6-?Pyridinediamine, 3,5-Difluoro-2,6-pyridinediamine, SCHEMBL1565794, SCHEMBL6602480, BCP12879, SBB051891, AKOS005063500, AC-6902, SB52431, DS-13619, SY064711, 2,6-Diamino-3,5-difluoropyridine, 97%, DB-012063, CS-0004259, ST50949492, 2 pound not6-Diamino-3 pound not5-difluoropyridine
Application
2,6-Diamino-3,5-difluoropyridine serves as a key intermediate in the synthesis of fluorinated pharmaceuticals, particularly for kinase inhibitors and antiviral agents. Its electron-deficient pyridine core facilitates Suzuki-Miyaura and Buchwald-Hartwig couplings in medicinal chemistry. Researchers also utilize it to construct fluorinated ligands for catalysis and as a precursor for functionalized pyridine scaffolds in material science. The compound’s bifunctional reactivity (amino + fluorine) enables diverse derivatization strategies.
Safety and Hazards
GHS Hazard Statements
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264+P265, P280, P305+P351+P338, and P337+P317
Hazard Classes and Categories
- Eye Irrit. 2 (100%)
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