2-Fluoro-3-iodo-5-methylpyridine

Base Information

• Chemical Name: 2-Fluoro-3-iodo-5-methylpyridine
• CAS No.: 153034-78-7
• Molecular Formula: C6H5FIN
• Molecular Weight: 237.015
• Hs Code.: 2933399090
• European Community (EC) Number: 663-768-1
• DSSTox Substance ID: DTXSID30437229
• Nikkaji Number: J566.207I
• Wikidata: Q72473640
• Mol file: 153034-78-7.mol

Synonyms:2-Fluoro-3-iodo-5-methylpyridine;153034-78-7;2-Fluoro-3-iodo-5-picoline;MFCD03095303;Pyridine, 2-fluoro-3-iodo-5-methyl-;2-fluoro-3-iodo-5-methyl-pyridine;SCHEMBL622619;DTXSID30437229;ANOOZLFFCNANTR-UHFFFAOYSA-N;AKOS008901113;DS-0826;PS-7630;2-fluoro-3-iodo-5-methylpyridine, 95%;AC-33390;AM803254;SY022310;A3360;CS-0007510;FT-0657445;2-Fluoro-3-iodo-5-methylpyridine, AldrichCPR;EN300-198460;A1-25132

Chemical Property of 2-Fluoro-3-iodo-5-methylpyridine

Chemical Property:

• Melting Point: 38-42°C
• Boiling Point: 252.471 °C at 760 mmHg
• PKA: -2.16±0.20(Predicted)
• Flash Point: 106.491 °C
• PSA: 12.89000
• Density: 1.893 g/cm³
• LogP: 2.13370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 236.94507
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-3-iodo-5-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 36/37/38-36-41-22
• Safety Statements: 26-36-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N=C1)F)I
• Uses: 2-Fluoro-3-iodo-5-methylpyridine is a tri-substituted pyridine used in the preparation of biologically active compounds such as protein kinase inhibitors.

Technology Process of 2-Fluoro-3-iodo-5-methylpyridine

There total 4 articles about 2-Fluoro-3-iodo-5-methylpyridine 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: 80.0%

2-fluoro-5-methylpyridine (2369-19-9) → 2-Fluoro-3-iodo-5-methylpyridine (153034-78-7)

Guidance literature:

With iodine; lithium diisopropyl amide; In tetrahydrofuran; 1.) -75 deg C, 4 h, 2.) -75 deg C, 2 h;

DOI:10.1021/jo00079a031

Reference yield:

2-fluoro-5-methyl-pyridin-3-yllithium (851607-25-5) → 2-Fluoro-3-iodo-5-methylpyridine (153034-78-7)

Guidance literature:

In tetrahydrofuran; hexane; for 2h;

Reference yield:

(5-methyl-pyridin-2-yl)amine (1603-41-4) → 2-Fluoro-3-iodo-5-methylpyridine (153034-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrafluorohydroboric acid; sodium nitrite / water / 1 h / -10 - 50 °C

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 4.17 h / -78 - -20 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; diisopropylamine; tetrafluorohydroboric acid; sodium nitrite; In tetrahydrofuran; hexane; water; 1.1: |Balz-Schiemann Reaction;

DOI:10.1016/j.ejmech.2015.01.034

upstream raw materials:

2-fluoro-5-methylpyridine

2-fluoro-5-methyl-pyridin-3-yllithium

(5-methyl-pyridin-2-yl)amine

Downstream raw materials:

5-(3-(ethylsulfonyl)phenyl)-3,8-dimethyl-N-(1-methylpiperidin-4-yl)-9H-pyrido[2,3-b]indole-7-carboxamide citrate

5-(3-(ethylsulfonyl)phenyl)-3,8-dimethyl-N-(1-methylpiperidin-4-yl)-9H-pyrido[2,3-b]indole-7-carboxamide tartrate

5-(3-(ethylsulfonyl)phenyl)-3,8-dimethyl-N-(1-methylpiperidin-4-yl)-9H-pyrido[2,3-b]indole-7-carboxamide tosylate

5-(3-(ethylsulfonyl)phenyl)-3,8-dimethyl-N-(1-methylpiperidin-4-yl)-9H-pyrido[2,3-b]indole-7-carboxamide fumarate

Refernces

• 1、 -. "PYRIDINYLPYRAZOLOQUINOLINE COMPOUND". Paragraph 0061; 0062. . Retrieved 2016/04/08.
• 2、 -. "PYRAZOLOQUINOLINE DERIVATIVES". Paragraph 0426; 0427; 0428. . Retrieved 2013/06/26.