2-Amino-4-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Amino-4-(trifluoromethyl)pyridine
• CAS No.: 106447-97-6
• Molecular Formula: C6H5F3N2
• Molecular Weight: 162.114
• Hs Code.: 29333990
• European Community (EC) Number: 634-596-4
• DSSTox Substance ID: DTXSID70380861
• Nikkaji Number: J1.071.764G
• Wikidata: Q72442852
• ChEMBL ID: CHEMBL294044
• Mol file: 106447-97-6.mol

Synonyms:2-Amino-4-(trifluoromethyl)pyridine;106447-97-6;4-(trifluoromethyl)pyridin-2-amine;2-Pyridinamine, 4-(trifluoromethyl)-;4-Trifluoromethyl-pyridin-2-ylamine;MFCD00077455;CHEMBL294044;4-(trifluoromethyl)-2-pyridinamine;2-amino-4-trifluoromethylpyridine;4-trifluoromethyl-2-pyridinamine;SCHEMBL59927;4-Trifluoromethylpyridin-2-amine;4-trifluoromethyl-2-aminopyridine;DTXSID70380861;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;AKOS005063369;AB02966;AC-4388;DG-0065;CS-10503;SY005140;2-Amino-4-(trifluoromethyl)pyridine, 97%;AM20050648;FT-0601087;EN300-106751;A801440;Q-101462;Z1203161727

Chemical Property of 2-Amino-4-(trifluoromethyl)pyridine

Chemical Property:

• Vapor Pressure: 0.108mmHg at 25°C
• Melting Point: 70-74 °C
• Refractive Index: 1.479
• Boiling Point: 221.338 °C at 760 mmHg
• PKA: 4.55±0.11(Predicted)
• Flash Point: 87.662 °C
• PSA: 38.91000
• Density: 1.368 g/cm³
• LogP: 2.26380
• Storage Temp.: Room temperature.
• XLogP3: 1.1
• 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-4-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi,C
• Hazard Codes: T,Xi,C
• Statements: 25-36/37/38-43-34-22
• Safety Statements: 26-36/37-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(F)(F)F)N
• Uses: 2-Amino-4-trifluoromethylpyridine is a 2-amino-substituted nitrogen-containing six-membered heterocyclic compound, which is used as an important pharmaceutical intermediate.

Technology Process of 2-Amino-4-(trifluoromethyl)pyridine

There total 9 articles about 2-Amino-4-(trifluoromethyl)pyridine 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: 76.0%

2-chloro-4-trifluoromethyl pyridine (81565-18-6) → 2-amino-4-(trifluoromethyl)pyridine (106447-97-6)

Guidance literature:

With ammonia; In water; at 170 ℃; for 24h;

DOI:10.1016/S0022-1139(98)00308-X

Reference yield: 71.9%

2,6-dichloro-4-(trifluoromethyl)pyridine (39890-98-7) → 2-amino-4-(trifluoromethyl)pyridine (106447-97-6)

Guidance literature:

2,6-dichloro-4-(trifluoromethyl)pyridine; With ammonia; In tetrahydrofuran; water; at 150 ℃; for 6h; autoclave;

With hydrogen; 5%-palladium/activated carbon; In tetrahydrofuran; water; at 100 ℃; for 3h; under 15001.5 Torr; Product distribution / selectivity;

Reference yield: 68.0%

5-ethoxy-3-hydroxy-3-(trifluoromethyl)pent-4-enenitrile (917806-22-5) → 2-amino-4-(trifluoromethyl)pyridine (106447-97-6)

Guidance literature:

With ammonia; In water; at 125 ℃; for 24h; under 10501.1 Torr; Autoclave;

upstream raw materials:

2-chloro-4-trifluoromethyl pyridine

1-oxido-4-(trifluoromethyl)pyridin-1-ium

2-amino-5-bromo-4-(trifluoromethyl)pyridine

bis(pinacol)diborane

Downstream raw materials:

phenyl N-[4-(trifluoromethyl)pyridin-2-yl]carbamate

5-nitro-4-(trifluoromethyl)pyridin-2-amine

4-(trifluoromethyl)-N-((7-(trifluoromethyl)imidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)pyridin-2-amine

3-(ethoxy(phenyl)methyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridine

Refernces

• 1、 Dunn. "Nucleophilic displacement in 2-chloro(trifluoromethyl)pyridines with amines and ammonia". . p. 153 - 157. Retrieved 1999.
• 2、 Li, Yibiao,Huang, Shuo,Liao, Chunshu,Shao, Yan,Chen, Lu. "Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride". supporting information. p. 7564 - 7567. Retrieved 2018/11/02.
• 3、 -. "METHOD FOR PRODUCING 2-AMINO-4-(TRIFLUOROMETHYL)PYRIDINE". Page/Page column 6-7. . Retrieved 2012/12/13.