Description

2-Amino-4-(trifluoromethyl)pyridine (CAS: 106447-97-6) is a high-purity organic compound with the molecular formula C₆H₅F₃N₂, widely used in pharmaceutical and agrochemical research. This heterocyclic building block features a pyridine ring substituted with an amino group at the 2-position and a trifluoromethyl group at the 4-position, offering unique reactivity for nucleophilic substitutions and metal-catalyzed cross-coupling reactions. With a purity of ≥97%, it is ideal for synthesizing bioactive molecules, ligands, and fluorinated intermediates. The compound is supplied as a white to off-white crystalline powder, packaged under inert conditions to ensure stability. Available in quantities from milligrams to kilograms, it is suitable for both laboratory-scale experimentation and industrial-scale production.

Properties

• CAS Number: 106447-97-6
• Complexity: 134
• IUPAC Name: 4-(trifluoromethyl)pyridin-2-amine
• InChI: InChI=1S/C6H5F3N2/c7-6(8,9)4-1-2-11-5(10)3-4/h1-3H,(H2,10,11)
• InChI Key: RWGBXAQMUBGGKQ-UHFFFAOYSA-N
• Exact Mass: 162.04048265
• Molecular Formula: C6H5F3N2
• Molecular Weight: 162.11
• SMILES: C1=CN=C(C=C1C(F)(F)F)N
• Topological: 38.9
• Monoisotopic Mass: 162.04048265
• Synonyms: 2-Amino-4-(trifluoromethyl)pyridine, 106447-97-6, DTXSID70380861, DTXCID00331886, 634-596-4, 4-(trifluoromethyl)pyridin-2-amine, 2-amino-4-trifluoromethylpyridine, MFCD00077455, 4-Trifluoromethyl-pyridin-2-ylamine, CHEMBL294044, 4-(trifluoromethyl)-2-pyridinamine, 4-(trifluoromethyl)-2-pyridylamine, 2-Pyridinamine, 4-(trifluoromethyl)-, 4-trifluoromethyl-2-pyridinamine, SCHEMBL59927, SCHEMBL907671, 4-Trifluoromethylpyridin-2-amine, 4-trifluoromethyl-2-aminopyridine, 2-amino-4-trifluormethyl-pyridine, 4-trifluoromethyl-pyridin-2-amine, 2-amino-4-trifluoromethyl pyridine, 2-amino-4-trifluoromethyl-pyridine, BCP07249, CS-M0293, 4-Trifluoromethyl pyridine-2-ylamine, BDBM50091804, SBB028350, AKOS005063369, AB02966, AC-4388, DG-0065, CS-10503, HY-75513, SY005140, 2-Amino-4-(trifluoromethyl)pyridine, 97%, DB-005923, A2168, ST50408475, EN300-106751, A801440, Z1203161727

2-Amino-4-(trifluoromethyl)pyridine serves as a versatile intermediate in medicinal chemistry for the development of trifluoromethylated pharmaceuticals and agrochemicals. It is employed in Suzuki-Miyaura and Buchwald-Hartwig couplings to construct complex heterocycles. The compound’s electron-deficient pyridine core enhances binding affinity in drug design, particularly for kinase inhibitors. Researchers also utilize it to synthesize fluorinated ligands for catalysis and materials science applications.

Safety and Hazards

GHS Hazard Statements

• H300 (50.6%): Fatal if swallowed [Danger Acute toxicity, oral]
• H314 (35.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H315 (64.6%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (51.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H318 (35.4%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (64.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (63.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 2 (50.6%)
• Skin Corr. 1B (35.4%)
• Skin Irrit. 2 (64.6%)
• Skin Sens. 1 (51.9%)
• Eye Dam. 1 (35.4%)
• Eye Irrit. 2 (64.6%)
• STOT SE 3 (63.3%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.