2-Chloro-6-(4-Fluorophenyl)Nicotinonitrile

Base Information

• Chemical Name: 2-Chloro-6-(4-Fluorophenyl)Nicotinonitrile
• CAS No.: 31776-83-7
• Molecular Formula: C12H6 Cl F N2
• Molecular Weight: 232.644
• Hs Code.: 2933399990
• European Community (EC) Number: 671-547-6
• DSSTox Substance ID: DTXSID80378678
• Wikidata: Q72451264
• Mol file: 31776-83-7.mol

Synonyms:2-Chloro-6-(4-Fluorophenyl)Nicotinonitrile;31776-83-7;2-chloro-6-(4-fluorophenyl)pyridine-3-carbonitrile;2-chloro-6-(4-fluoro-phenyl)-nicotinonitrile;2-chloro-3-cyano-6-(4-fluorophenyl)pyridine;3-Pyridinecarbonitrile, 2-chloro-6-(4-fluorophenyl)-;SCHEMBL1919134;DTXSID80378678;VJYNNRPTVYPCCS-UHFFFAOYSA-N;MFCD00215072;AKOS000345205;10H-517S;A5733;AM20051064;CS-0312655;FT-0679919;2-(4-fluorophenyl)-5-cyano-6-chloropyridine;A820984;2-chloro-6-(4-fluorophenyl)-3-pyridinecarbonitrile;Q-103365;2-chloranyl-6-(4-fluorophenyl)pyridine-3-carbonitrile

Chemical Property of 2-Chloro-6-(4-Fluorophenyl)Nicotinonitrile

Chemical Property:

• Vapor Pressure: 9.07E-06mmHg at 25°C
• Melting Point: 173-176°C
• Boiling Point: 373.3°Cat760mmHg
• PKA: -3.55±0.25(Predicted)
• Flash Point: 179.5°C
• Density: 1.37g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 232.0203541
• Heavy Atom Count: 16
• Complexity: 280

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-6-(4-fluorophenyl)nicotinonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,T
• Statements: 20/21/22-36/37/38-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC(=C(C=C2)C#N)Cl)F

Technology Process of 2-Chloro-6-(4-Fluorophenyl)Nicotinonitrile

There total 5 articles about 2-Chloro-6-(4-Fluorophenyl)Nicotinonitrile 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: 83.0%

→ 2-chloro-6-(4-fluorophenyl)nicotinonitrile (31776-83-7)

Guidance literature:

With trichlorophosphate; In toluene; for 1h; Reflux;

Reference yield: 71.0%

1-(4-fluorophenyl)ethanone (403-42-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + malononitrile (109-77-3) → 2-chloro-6-(4-fluorophenyl)nicotinonitrile (31776-83-7)

Guidance literature:

N,N-dimethyl-formamide; With bis(trichloromethyl) carbonate; In 1,2-dichloro-ethane; at 0 - 20 ℃;

1-(4-fluorophenyl)ethanone; In 1,2-dichloro-ethane; at 20 - 60 ℃;

malononitrile; In 1,2-dichloro-ethane; at 60 ℃; Reflux;

DOI:10.1080/00304940903324531

Reference yield:

4-fluoroboronic acid (1765-93-1) + 2,6-dichloro-3-pyridinecarbonitrile (40381-90-6) → 2-chloro-6-(4-fluorophenyl)nicotinonitrile (31776-83-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; at 90 ℃; for 3h;

DOI:10.1002/cmdc.201402234

upstream raw materials:

1-(4-fluorophenyl)ethanone

N,N-dimethyl-formamide

malononitrile

4-fluoroboronic acid

Downstream raw materials:

3-Amino-6-(4-fluoro-phenyl)-thieno[2,3-b]pyridine-2-carboxylic acid ethyl ester

2-(2-chlorophenoxy)-6-(4-fluorophenyl)nicotinonitrile

Refernces

• 1、 Ryu, Hyungchul,Seo, Sejin,Lee, Jee-Young,Ha, Tae-Hwan,Lee, Sunho,Jung, Aeran,Ann, Jihyae,Kim, Sung-Eun,Yoon, Suyoung,Hong, Mannkyu,Blumberg, Peter M.,Frank-Foltyn, Robert,Bahrenberg, Gregor,Schiene, Klaus,Stockhausen, Hannelore,Christoph, Thomas,Frormann, Sven,Lee, Jeewoo. "Pyridine C-region analogs of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent TRPV1 antagonists". . p. 101 - 108. Retrieved 2015/03/05.
• 2、 Leonczak, Piotr,Gao, Ling-Jie,Ramadori, Anna Teresa,Lescrinier, Eveline,Rozenski, Jef,De Jonghe, Steven,Herdewijn, Piet. "Synthesis and Structure-Activity Relationship Studies of 2-(1,3,4-Oxadiazole-2(3H)-thione)-3-amino-5-arylthieno[2,3-b]pyridines as Inhibitors of DRAK2". . p. 2587 - 2601. Retrieved 2015/08/24.