4-Iodo-2-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 4-Iodo-2-(trifluoromethyl)pyridine
• CAS No.: 590371-73-6
• Molecular Formula: C6H3F3IN
• Molecular Weight: 272.996
• Hs Code.: 2933399090
• Mol file: 590371-73-6.mol

Synonyms:4-Iodo-2-(trifluoromethyl)pyridine

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

Chemical Property:

• Melting Point: 24-26 °C
• Boiling Point: 206.178 °C at 760 mmHg
• PKA: -0.82±0.20(Predicted)
• Flash Point: 78.494 °C
• PSA: 12.89000
• Density: 1.975 g/cm³
• LogP: 2.70500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99%Min ^*data from raw suppliers

4-Iodo-2-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Iodo-2-(trifluoromethyl)pyridine is used as a reagent in the synthesis of aminoisoindoles as β-site amyloid precursor protein cleaving enzyme 1 (BACE1) inhibitors which exhibit in vivo brain reduction of β-amyloid peptides.

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

There total 3 articles about 4-Iodo-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%

2-(trifluoromethyl)pyridin-4-amine (147149-98-2) → 2-(trifluoromethyl)pyridine-4-iodide (590371-73-6)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃; for 1.16667h;

Reference yield: 61.0%

3-iodo-2-(trifluoromethyl)pyridine (590371-71-4) → 2-(trifluoromethyl)pyridine-4-iodide (590371-73-6)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200390215

Reference yield:

2-(trifluoromethyl)pyridine (368-48-9) → 2-(trifluoromethyl)pyridine-4-iodide (590371-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / 2,2,6,6-tetramethylpiperidine; butyllithium; iodine / tetrahydrofuran; hexane / 2 h / -75 °C

2: 61 percent / diisopropylamine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; iodine; diisopropylamine; In tetrahydrofuran; hexane;

DOI:10.1002/ejoc.200390215

upstream raw materials:

3-iodo-2-(trifluoromethyl)pyridine

2-(trifluoromethyl)pyridine

2-(trifluoromethyl)pyridin-4-amine

Downstream raw materials:

2-(trifluoromethyl)-4-pyridinecarboxylic acid

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine

Refernces

• 1、 -. "HETEROBICYCLIC METALLOPROTEASE INHIBITORS". Page/Page column 157-158. . Retrieved 2008/06/13.