4,4,4-Trifluoro-1-(pyridin-4-yl)butane-1,3-dione

Base Information

• Chemical Name: 4,4,4-Trifluoro-1-(pyridin-4-yl)butane-1,3-dione
• CAS No.: 399-06-4
• Molecular Formula: C9H6F3NO2
• Molecular Weight: 217.147
• Hs Code.: 2933399090
• European Community (EC) Number: 675-608-8
• NSC Number: 42618
• DSSTox Substance ID: DTXSID40285677
• Nikkaji Number: J2.693.428A
• Wikidata: Q72513350
• Mol file: 399-06-4.mol

Synonyms:399-06-4;4,4,4-Trifluoro-1-(pyridin-4-yl)butane-1,3-dione;4,4,4-trifluoro-1-(pyridine-4-yl)butane-1,3-dione;4,4,4-trifluoro-1-pyridin-4-ylbutane-1,3-dione;4,4,4-trifluoro-1-(4-pyridyl)butane-1,3-dione;MFCD01566518;4,4,4-Trifluoro-1-(pyridine-4-yl)-1,3-butanedione;1,3-Butanedione, 4,4,4-trifluoro-1-(4-pyridyl)-;4-trifluoroacetoacetylpyridine;(2E)-4,4,4-Trifluoro-3-hydroxy-1-(4-pyridinyl)-2-buten-1-one, AldrichCPR;NSC42618;SCHEMBL1924749;DTXSID40285677;BBL102648;NSC-42618;STL556452;AKOS000122299;FS-5174;CS-0218536;EN300-01274;4,4,4-trifluoro-1-(4-pyridyl)-1,3-butanedione;A824801;1-pyridin-4-yl-4,4,4-trifluoro-butane-1,3-dione;1,3-Butanedione, 4,4,4-trifluoro-1-(4-pyridinyl);4,4,4-Trifluoro-1-(4-pyridinyl)-1,3-butanedione #;Z119988672

Chemical Property of 4,4,4-Trifluoro-1-(pyridin-4-yl)butane-1,3-dione

Chemical Property:

• Vapor Pressure: 0.00504mmHg at 25°C
• Melting Point: 213-214°C
• Refractive Index: 1.501
• Boiling Point: 269.5 °C at 760 mmHg
• PKA: 2.28±0.25(Predicted)
• Flash Point: 116.8 °C
• PSA: 47.03000
• Density: 1.351g/cm³
• LogP: 1.78580
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 217.03506292
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

4,4,4-Trifluoro-1-(pyridin-4-yl)butane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC=C1C(=O)CC(=O)C(F)(F)F

Technology Process of 4,4,4-Trifluoro-1-(pyridin-4-yl)butane-1,3-dione

There total 3 articles about 4,4,4-Trifluoro-1-(pyridin-4-yl)butane-1,3-dione 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: 62.0%

methyl (4-pyridyl) ketone (1122-54-9) + ethyl trifluoroacetate, (383-63-1) + sodium methylate (124-41-4) → 4,4,4-trifluoro-1-(pyridin-4-yl)butane-1,3-dione (399-06-4)

Guidance literature:

With citric acid; In methanol; tert-butyl methyl ether; at 20 ℃; for 22h;

DOI:10.1016/j.bmc.2012.08.012

Reference yield:

methyl (4-pyridyl) ketone (1122-54-9) + ethyl trifluoroacetate, (383-63-1) → 4,4,4-trifluoro-1-(pyridin-4-yl)butane-1,3-dione (399-06-4)

Guidance literature:

With diethyl ether; sodium methylate;

DOI:10.1021/ja01153a527

Reference yield:

→ 4,4,4-trifluoro-1-(pyridin-4-yl)butane-1,3-dione (399-06-4)

Guidance literature:

entspr. Acetylverb., CF3CO2Et;

upstream raw materials:

methyl (4-pyridyl) ketone

ethyl trifluoroacetate,

sodium methylate

Downstream raw materials:

1-(4-aminosulfonylphenyl)-5-(pyridin-4-yl)-3-trifluoromethyl-1H-pyrazole

1-benzyl-4-(3-trifluoromethyl-1-phenyl-5-pyrazolyl)-1,2,3,6-tetrahydropyridine

1-(3-trifluoromethyl-1-phenyl-1H-pyrazol-5-yl)piperidine

C₁₆H₁₂F₃N₃OS

Refernces

• 1、 Stevenson, Ralph J.,Azimi, Iman,Flanagan, Jack U.,Inserra, Marco,Vetter, Irina,Monteith, Gregory R.,Denny, William A.. "An SAR study of hydroxy-trifluoromethylpyrazolines as inhibitors of Orai1-mediated store operated Ca2+ entry in MDA-MB-231 breast cancer cells using a convenient Fluorescence Imaging Plate Reader assay". . p. 3406 - 3413. Retrieved 2018/05/24.
• 2、 Yoshida, Tomohiro,Akahoshi, Fumihiko,Sakashita, Hiroshi,Kitajima, Hiroshi,Nakamura, Mitsuharu,Sonda, Shuji,Takeuchi, Masahiro,Tanaka, Yoshihito,Ueda, Naoko,Sekiguchi, Sumie,Ishige, Takayuki,Shima, Kyoko,Nabeno, Mika,Abe, Yuji,Anabuki, Jun,Soejima, Aki,Yoshida, Kumiko,Takashina, Yoko,Ishii, Shinichi,Kiuchi, Satoko,Fukuda, Sayaka,Tsutsumiuchi, Reiko,Kosaka, Keigo,Murozono, Takahiro,Nakamaru, Yoshinobu,Utsumi, Hiroyuki,Masutomi, Naoya,Kishida, Hiroyuki,Miyaguchi, Ikuko,Hayashi, Yoshiharu. "Discovery and preclinical profile of teneligliptin (3-[(2S,4S)-4-[4-(3- methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolidin-2-ylcarbonyl] thiazolidine): A highly potent, selective, long-lasting and orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes". . p. 5705 - 5719. Retrieved 2012/10/30.