5-Bromo-2-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 5-Bromo-2-(trifluoromethyl)pyridine
• CAS No.: 436799-32-5
• Molecular Formula: C6H3BrF3N
• Molecular Weight: 225.996
• Hs Code.: 29333990
• European Community (EC) Number: 629-029-2
• DSSTox Substance ID: DTXSID70375616
• Nikkaji Number: J1.688.880J
• Wikidata: Q72511842
• Mol file: 436799-32-5.mol

Synonyms:5-Bromo-2-(trifluoromethyl)pyridine;436799-32-5;2-Trifluoromethyl-5-bromopyridine;5-Bromo-2-trifluoromethylpyridine;Pyridine, 5-bromo-2-(trifluoromethyl)-;C6H3BrF3N;MFCD06657686;5-bromo-2-(trifluoromethyl) pyridine;trifluoromethyl-5-bromopyridine;5-Bromo-2-trifluoromethyl-pyridine;5-Bromo-2-(trifluoromethyl);SCHEMBL133375;3-bromo-6-trifluoromethylpyridine;DTXSID70375616;5-Brom-2-(trifluormethyl)pyridin;JRPUJGUKMUGVGI-UHFFFAOYSA-N;2-trifluoromethyl-5-bromo pyridine;5-bromo-2(trifluoromethyl)pyridine;5-Bromo-2-trifluoromethyl pyridine;BCP05885;CS-D0796;2-(Trifluoromethyl)-5-bromopyridine;BBL100416;STL554210;AKOS005063356;5-Bromo-2- (trifluoromethyl) pyridine;AB25626;AC-2418;SY001007;5-Bromo-2-(trifluoromethyl)pyridine, 97%;A6997;AM20051180;B3451;FT-0644675;FT-0657429;EN300-136360;J-400694

Chemical Property of 5-Bromo-2-(trifluoromethyl)pyridine

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 1.3mmHg at 25°C
• Melting Point: 44-46 °C
• Refractive Index: 1.471
• Boiling Point: 179.1 °C at 760 mmHg
• PKA: -1.80±0.22(Predicted)
• Flash Point: 62.1 °C
• PSA: 12.89000
• Density: 1.707 g/cm³
• LogP: 2.86290
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 224.94010
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-trifluoromethylpyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)C(F)(F)F
• Uses: Regioselective C-4 deprotonation with LDA and trapping with carbon dioxide leads to the corresponding C-4 acid.

Technology Process of 5-Bromo-2-(trifluoromethyl)pyridine

There total 2 articles about 5-Bromo-2-(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: 78.0%

2,2-difluoro-2-(fluorosulfonyl)acetate (680-15-9) + 2-iodo-5-bromopyridine (223463-13-6) → 5-bromo-2(trifluoromethyl)pyridine (436799-32-5)

Guidance literature:

With copper(l) iodide; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 16h; Solvent; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01725

Reference yield: 73.0%

2,5-dibromopyridine (624-28-2) + 2,2-difluoro-2-(fluorosulfonyl)acetate (680-15-9) → 5-bromo-2(trifluoromethyl)pyridine (436799-32-5)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

Reference yield: 100.0%

(4-chlorophenyl)methanethiol (6258-66-8) + 5-bromo-2(trifluoromethyl)pyridine (436799-32-5) → 5-{[(4-chlorophenyl)methyl]thio}-2-(trifluoromethyl)pyridine (919099-94-8)

Guidance literature:

(4-chlorophenyl)methanethiol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

5-bromo-2(trifluoromethyl)pyridine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

upstream raw materials:

2,5-dibromopyridine

2,2-difluoro-2-(fluorosulfonyl)acetate

2-iodo-5-bromopyridine

Downstream raw materials:

6-trifluoromethylnicotinic acid

5-bromo-2-(trifluoromethyl)pyridine-4-carboxylic acid

5-methoxy-2-(trifluoromethyl)pyridine

2-fluoro-5-(6-(trifluoromethyl)pyridin-3-yloxy)benzenamine

Refernces

• 1、 -. "NOVEL COMPOUNDS AS GPR119 AGONISTS". Paragraph 0577-0579. . Retrieved 2017/10/26.