5-Iodo-3-(trifluoromethyl)pyridin-2-OL

Base Information

• Chemical Name: 5-Iodo-3-(trifluoromethyl)pyridin-2-OL
• CAS No.: 887707-23-5
• Molecular Formula: C6H3F3INO
• Molecular Weight: 288.99400
• Hs Code.: 2933399990
• European Community (EC) Number: 807-204-6
• DSSTox Substance ID: DTXSID20468007
• Wikidata: Q72484757
• Mol file: 887707-23-5.mol

Synonyms:887707-23-5;5-IODO-3-(TRIFLUOROMETHYL)PYRIDIN-2-OL;5-Iodo-3-(Trifluoromethyl)-2(1H)-Pyridinone;5-Iodo-3-(trifluoromethyl)pyridin-2(1H)-one;2-hydroxy-5-iodo-3-(trifluoromethyl)pyridine;5-Iodo-2-hydroxy-3-(trifluoromethyl)pyridine;5-iodo-3-(trifluoromethyl)-1H-pyridin-2-one;2-HYDROXY-3-TRIFLUOROMETHYL-5-IODO-PYRIDINE;MFCD12024303;SCHEMBL1701624;DTXSID20468007;BCP31441;RB1085;5-iodo-3-trifluoromethyl-2-pyridinol;AKOS015853761;AKOS022171436;AM62430;EK-0716;MB07299;AC-22597;SY035124;2-Hydroxy-3-trifluoromethyl-5-iodopyridine;CS-0096562;FT-0660477;2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine;EN300-104068;5-IODO-3-(TRIFLUOROMETHYL)-1,2-DIHYDROPYRIDIN-2-ONE;2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine;5-iodo-3-(trifluoromethyl)pyridin-2-ol

Chemical Property of 5-Iodo-3-(trifluoromethyl)pyridin-2-OL

Chemical Property:

• Melting Point: 145-147ºC
• Boiling Point: 249.186 °C at 760 mmHg
• PKA: 7.80±0.10(Predicted)
• Flash Point: 104.504 °C
• PSA: 32.86000
• Density: 2.112 g/cm³
• LogP: 1.99830
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 288.92115
• Heavy Atom Count: 12
• Complexity: 279

Purity/Quality:

98% ^*data from raw suppliers

2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC=C1I)C(F)(F)F

Technology Process of 5-Iodo-3-(trifluoromethyl)pyridin-2-OL

There total 4 articles about 5-Iodo-3-(trifluoromethyl)pyridin-2-OL 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: 86.0%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine (887707-23-5)

Guidance literature:

With N-iodo-succinimide; acetic acid; In acetonitrile; at 65 ℃; for 5h; Industrial scale;

DOI:10.1021/op400304h

Reference yield: 73.0%

3-(trifluoromethyl)pyridine-2-(1H)-one (22245-83-6) → 5-iodo-3-(trifluoromethyl)-1H-pyridin-2-one (887707-23-5)

Guidance literature:

With N-iodo-succinimide; acetic acid; In acetonitrile; at 65 ℃; for 5h;

DOI:10.1002/anie.201701803

Reference yield:

2-chloro-3-trifluoromethyl-pyridine (65753-47-1) → 2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine (887707-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / KOH / 2-methyl-propan-2-ol / 10 h / Heating

2: potassium carbonate; iodine / H₂O / 13 h / 20 - 50 °C

With potassium hydroxide; iodine; potassium carbonate; In water; tert-butyl alcohol;

DOI:10.1080/00397910500516134

upstream raw materials:

3-(trifluoromethyl)pyridin-2-ol

2-chloro-3-trifluoromethyl-pyridine

3-(trifluoromethyl)pyridine-2-(1H)-one

Downstream raw materials:

5-iodo-2-methoxy-3-(trifluoromethyl)pyridine

5-amino-3-(trifluoromethyl)pyridine-2-carbonitrile

6-chloro-N-[(4-methoxyphenyl)methyl]-5-(trifluoromethyl)pyridin-3-amine

5-{[(4-methoxyphenyl)methyl]amino}-3-(trifluoromethyl)pyridine-2-carbonitrile

Refernces

• 1、 -. "DIARYLTHIOHYDANTOIN COMPOUND AS ANDROGEN RECEPTOR ANTAGONIST". Paragraph 0474-0476. . Retrieved 2020/07/07.
• 2、 -. "ANDROGEN RECEPTOR MODULATOR FOR TREATMENT OF PROSTATE CANCER AND ANDROGEN RECEPTOR-ASSOCIATED DISEASES". Paragraph 0084. . Retrieved 2016/11/14.