5-(Trifluoromethyl)pyridin-2-amine

Base Information

• Chemical Name: 5-(Trifluoromethyl)pyridin-2-amine
• CAS No.: 74784-70-6
• Molecular Formula: C6H5F3N2
• Molecular Weight: 162.114
• Hs Code.: 29333990
• European Community (EC) Number: 623-444-2
• DSSTox Substance ID: DTXSID70352866
• Nikkaji Number: J2.152.093D
• Wikidata: Q27453673
• Mol file: 74784-70-6.mol

Synonyms:2-Pyridinamine,5-(trifluoromethyl)-;2-Amino-5-trifluoromethylpyridine;

Chemical Property of 5-(Trifluoromethyl)pyridin-2-amine

Chemical Property:

• Vapor Pressure: 0.217mmHg at 25°C
• Melting Point: 45 °C
• Refractive Index: 1,533
• Boiling Point: 208.2 °C at 760 mmHg
• PKA: 4.55±0.13(Predicted)
• Flash Point: 79.7 °C
• PSA: 38.91000
• Density: 1.368 g/cm³
• LogP: 2.26380
• Storage Temp.: Room temperature.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 162.04048265
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

2-?Amino-?5-?(trifluoromethyl)?pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T
• Hazard Codes: Xn,Xi,T
• Statements: 20/21/22-36/37/38-25
• Safety Statements: 26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C(F)(F)F)N
• Uses: 2-?Amino-?5-?(trifluoromethyl)? is a reagent used in the synthesis of selective inhibitors of urokinase plasminogen activator in a non-cytotoxic form of cancer therapy.

Technology Process of 5-(Trifluoromethyl)pyridin-2-amine

There total 3 articles about 5-(Trifluoromethyl)pyridin-2-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-chloro-5-(Trichloromethyl)-pyridine (69045-78-9) → 2-amino-5-trifluoromethylpyridine (74784-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 54.5 percent / antimony trifluoride / 0.17 h / Heating

2: 39 percent / aq. ammonia / 8 h / 180 °C

With ammonium hydroxide; antimony(III) fluoride;

Reference yield:

→ isopropyl benzoate (939-48-0) + 2-amino-5-trifluoromethylpyridine (74784-70-6)

Guidance literature:

With Zn⁽²⁺⁾*2C₂H₃O₂^(1-)*17H₂O; at 75 ℃; for 6h;

Reference yield:

(5-trifluoromethylpyridin-2-yl)-[7-(3-trifluoromethylpyridin-2-yl)quinazolin-4-yl]amine (573676-20-7) → C14H8F3N3O (573675-81-7) + 2-amino-5-trifluoromethylpyridine (74784-70-6)

Guidance literature:

With hydrogenchloride; water; at 40 ℃; for 6h;

DOI:10.1016/j.bmcl.2008.07.036

upstream raw materials:

2-chloro-5-(Trichloromethyl)-pyridine

(5-trifluoromethylpyridin-2-yl)-[7-(3-trifluoromethylpyridin-2-yl)quinazolin-4-yl]amine

Downstream raw materials:

ethyl 6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylate

3-iodo-5-(trifluoromethyl)pyridine-2-amine

2-amino-3-chloro-5-(trifluoromethyl)pyridine

5-(Trifluoromethyl)-3-nitro-2-aminopyridine

Refernces

• 1、 Blum, Charles A.,Zheng, Xiaozhang,Brielmann, Harry,Hodgetts, Kevin J.,Bakthavatchalam, Rajagopal,Chandrasekhar, Jayaraman,Krause, James E.,Cortright, Daniel,Matson, David,Crandall, Marci,Ngo, Chu K.,Fung, Lawrence,Day, Marta,Kershaw, Mark,De Lombaert, Stephane,Chenard, Bertrand L.. "Aminoquinazolines as TRPV1 antagonists: Modulation of drug-like properties through the exploration of 2-position substitution". body text. p. 4573 - 4577. Retrieved 2009/04/06.