3-Iodo-6-methoxy-2-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 3-Iodo-6-methoxy-2-(trifluoromethyl)pyridine
• CAS No.: 503184-34-7
• Molecular Formula: C7H5F3INO
• Molecular Weight: 303.023
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50698956
• Nikkaji Number: J1.845.475K
• Wikidata: Q82629564
• Mol file: 503184-34-7.mol

Synonyms:3-Iodo-6-methoxy-2-(trifluoromethyl)pyridine;503184-34-7;SCHEMBL5391265;DTXSID50698956;AT20131;2-(Trifluoromethyl)-3-iodo-6-methoxypyridine

Chemical Property of 3-Iodo-6-methoxy-2-(trifluoromethyl)pyridine

Chemical Property:

• Vapor Pressure: 0.081mmHg at 25°C
• Refractive Index: 1.515
• Boiling Point: 234.495°C at 760 mmHg
• PKA: -3.32±0.22(Predicted)
• Flash Point: 95.619°C
• PSA: 22.12000
• Density: 1.868g/cm³
• LogP: 2.71360
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 302.93680
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

3-Iodo-6-methoxy-2-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=NC(=C(C=C1)I)C(F)(F)F
• Uses: 3-Iodo-6-methoxy-2-(trifluoromethyl)pyridine is used in the synthesis of biologically active compounds containing a trifluoromethyl moiety.

Technology Process of 3-Iodo-6-methoxy-2-(trifluoromethyl)pyridine

There total 3 articles about 3-Iodo-6-methoxy-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: 67.0%

6-methoxy-2-(trifluoromethyl)pyridin-3-amine (727993-34-2) → 3-iodo-6-methoxy-2-(trifluoromethyl)pyridine (503184-34-7)

Guidance literature:

6-methoxy-2-(trifluoromethyl)pyridin-3-amine; With sulfuric acid; sodium nitrite; In water; at 0 - 20 ℃; for 2h;

With potassium iodide; In water; at 60 ℃; for 3h;

Reference yield:

2-chloro-6-methoxy-3-nitropyridine (38533-61-8) → 3-iodo-6-methoxy-2-(trifluoromethyl)pyridine (503184-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CuI; KF / dimethylformamide / 5 h / 125 - 130 °C

2.1: Na₂S₂O₄; aq. NH₃ / dioxane / 48 h / 25 °C

3.1: NaNO₂; aq. HCl

3.2: aq. KI / cyclohexane

With hydrogenchloride; potassium fluoride; ammonium hydroxide; copper(l) iodide; sodium dithionite; sodium nitrite; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00835-1

Reference yield:

6-methoxy-3-nitro-2-(trifluoromethyl)pyridine (727993-33-1) → 3-iodo-6-methoxy-2-(trifluoromethyl)pyridine (503184-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Na₂S₂O₄; aq. NH₃ / dioxane / 48 h / 25 °C

2.1: NaNO₂; aq. HCl

2.2: aq. KI / cyclohexane

With hydrogenchloride; ammonium hydroxide; sodium dithionite; sodium nitrite; In 1,4-dioxane;

DOI:10.1016/S0960-894X(02)00835-1

upstream raw materials:

6-methoxy-2-(trifluoromethyl)pyridin-3-amine

2-chloro-6-methoxy-3-nitropyridine

6-methoxy-3-nitro-2-(trifluoromethyl)pyridine

Downstream raw materials:

2'-benzyloxy-6-methoxy-3'-nitro-2-trifluoromethyl-[3,4']bipyridinyl

benzyl (3R,4S)-3-({3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-yl}amino)-4-ethoxypyrrolidine-1-carboxylate