5-(Bromomethyl)-2-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 5-(Bromomethyl)-2-(trifluoromethyl)pyridine
• CAS No.: 108274-33-5
• Molecular Formula: C₇H₅BrF₃N
• Molecular Weight: 240.023
• Hs Code.: 2933399990
• European Community (EC) Number: 640-585-5
• DSSTox Substance ID: DTXSID50559932
• Wikidata: Q72448224
• Mol file: 108274-33-5.mol

Synonyms:5-(Bromomethyl)-2-(trifluoromethyl)pyridine;108274-33-5;3-BROMOMETHYL-6-(TRIFLUOROMETHYL)PYRIDINE;MFCD10697684;5-(Bromomethy)-2-(trifluoromethyl)pyridine;Pyridine, 5-(bromomethyl)-2-(trifluoromethyl)-;SCHEMBL934644;DTXSID50559932;AMY17856;AKOS015917213;AB60236;AC-5300;PS-9962;5-Bromomethyl-2-trifluoromethyl-pyridine;2-trifluoromethyl-5-pyridylmethyl bromide;SY345964;5-(Bromomethyl)-2-trifluoromethyl)pyridine;CS-0060450;EN300-1932338;W-204662;5-(Bromomethyl)-2-(trifluoromethyl)pyridine, AldrichCPR

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

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0.186mmHg at 25°C
• Refractive Index: 1.488
• Boiling Point: 218.4 °C at 760 mmHg
• PKA: -0.35±0.22(Predicted)
• Flash Point: 85.9 °C
• PSA: 12.89000
• Density: 1.647g/cm³
• LogP: 2.99530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 238.95575
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1CBr)C(F)(F)F
• Uses: 5-(bromomethyl)-2-(trifluoromethyl)pyridine can be used in the preparation of aryl piperidines and piperazines as inducers of LDL-receptor expression.

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

There total 4 articles about 5-(Bromomethyl)-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: 71.0%

6-(trifluoromethyl)pyridin-3-ylmethanol (386704-04-7) → 5-(bromomethyl)-2-(trifluoromethyl)pyridine (108274-33-5)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.8b00274

Reference yield:

6-trifluoromethylnicotinic acid (231291-22-8) → 5-(bromomethyl)-2-(trifluoromethyl)pyridine (108274-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: triphenylphosphine; carbon tetrabromide / dichloromethane / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acsmedchemlett.8b00274

Reference yield:

6-(trifluoromethyl)pyridine-3-carbaldehyde (386704-12-7,872626-76-1) → 5-(bromomethyl)-2-(trifluoromethyl)pyridine (108274-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; sodium tetrahydroborate / 2 h / 0 - 20 °C

2: hydrogen bromide / water / 6 h / 100 °C

With sodium tetrahydroborate; ethanol; hydrogen bromide; In water;

upstream raw materials:

6-(trifluoromethyl)pyridine-3-carbaldehyde

6-(trifluoromethyl)pyridin-3-ylmethanol

6-trifluoromethylnicotinic acid

Downstream raw materials:

2-(2-fluoro-4-((6-(trifluoromethyl)pyridin-3-yl)methyl)phenyl)-3-methylquinolin-4(1H)-one

1-(2-fluoro-4-((6-(trifluoromethyl)pyridin-3-yl)methyl)phenyl)propan-1-ol

1-(2-fluoro-4-((6-(trifluoromethyl)pyridin-3-yl)methyl)phenyl)propan-1-one

5-((5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)methyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)pyridin-2-amine

Refernces

• 1、 -. "IMIDAZOLIDINONE DERIVATIVES AS INHIBITORS OF PERK". . . Retrieved 2017/04/11.