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2,6-Difluoro-3-iodopyridine is a pyridine derivative with the molecular formula C5H3F2IN, featuring two fluorine atoms and one iodine atom attached to the pyridine ring. This chemical compound is known for its unique structure and reactivity, making it a valuable building block in the synthesis of various biologically active compounds.

685517-67-3

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685517-67-3 Usage

Uses

Used in Pharmaceutical Research and Development:
2,6-Difluoro-3-iodopyridine is utilized as a key intermediate in the synthesis of new drugs, owing to its versatile chemical properties and reactivity. It plays a crucial role in the development of pharmaceuticals with potential therapeutic applications.
Used in Agrochemical Research and Development:
In the agrochemical industry, 2,6-Difluoro-3-iodopyridine serves as a vital component in the creation of biologically active compounds, such as pesticides. Its unique structure contributes to the development of effective and targeted agrochemicals for crop protection and pest management.
Used in Advanced Materials Production:
2,6-Difluoro-3-iodopyridine is employed as a building block in the production of advanced materials, leveraging its versatile chemical properties to create materials with specific characteristics for various applications.
Used in Fine Chemicals Synthesis:
Due to its unique structure and reactivity, 2,6-Difluoro-3-iodopyridine is used as a starting material in the synthesis of fine chemicals, which are high-purity, specialty chemicals used in various industries, including pharmaceuticals, fragrances, and flavors.

Check Digit Verification of cas no

The CAS Registry Mumber 685517-67-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,8,5,5,1 and 7 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 685517-67:
(8*6)+(7*8)+(6*5)+(5*5)+(4*1)+(3*7)+(2*6)+(1*7)=203
203 % 10 = 3
So 685517-67-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H2F2IN/c6-4-2-1-3(8)5(7)9-4/h1-2H

685517-67-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Difluoro-3-iodopyridine

1.2 Other means of identification

Product number -
Other names PC7983

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:685517-67-3 SDS

685517-67-3Relevant academic research and scientific papers

Pinning-down molecules in their self-assemblies with multiple weak hydrogen bonds of C[sbnd]H?F and C[sbnd]H?N

Jin, Xin,Cramer, Jacob R.,Chen, Qi-Wei,Liang, Hai-Lin,Shang, Jian,Shao, Xiang,Chen, Wei,Xu, Guo-Qin,Gothelf, Kurt V.,Wu, Kai

, p. 525 - 530 (2017)

Two-dimensional self-assemblies of four partially fluorinated molecules, 1,4-bis(2,6-difluoropyridin-4-yl)benzene, 4,4′-bis(2,6-difluoropyridin-4-yl)-1,1′-biphenyl, 4,4′-bis(2,6-difluoropyridin-4-yl)-1,1′:4′,1″-terphenyl and 4,4′-bis(2,6-difluoropyridin-3-yl)-1,1′-biphenyl, involving weak intermolecular C[sbnd]H?F and C[sbnd]H?N hydrogen bonds were systematically investigated on Au(111) with low-temperature scanning tunneling microscopy. The inter-molecular connecting modes and binding sites were closely related to the backbones of the building blocks, i.e., the molecule length determines its binding sites with neighboring molecules in the assemblies while the attaching positions of the N and F atoms dictate its approaching and docking angles. The experimental results demonstrate that multiple weak hydrogen bonds such as C[sbnd]H?F and C[sbnd]H?N can be efficiently applied to tune the molecular orientations and the self-assembly structures accordingly.

Synthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2- a]pyridin-5-ones through Pummerer-Type Reactions

Huang, Jingjia,Hu, Gang,An, Shaoyu,Chen, Dongding,Li, Minglei,Li, Pingfan

, p. 9758 - 9769 (2019/08/08)

N-Alkylated 4-pyridones were obtained through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride-activated sulfoxides and 4-fluoropyridine derivatives, followed by hydrolysis. On the other hand, triflic anhydride-activated benzyl 6-fluoro-2-pyridyl sulfoxide could react with alkenes or alkynes to afford thiazolo[3,2-a]pyridin-5-ones, via the pyridinium salt intermediates.

Deprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships

Hedidi, Madani,Bentabed-Ababsa, Ghenia,Derdour, A?cha,Halauko, Yury S.,Ivashkevich, Oleg A.,Matulis, Vadim E.,Chevallier, Floris,Roisnel, Thierry,Dorcet, Vincent,Mongin, Florence

, p. 2196 - 2205 (2016/04/09)

A series of methoxy- and fluoro-pyridines have been deprotometalated in tetrahydrofuran at room temperature by using a mixed lithium-zinc combination obtained from ZnCl2·TMEDA (TMEDA=N,N,N′,N′-tetramethylethylenediamine) and LiTMP (TMP=2,2,6,6-tetramethylpiperidino) in a 1:3 ratio, and the metalated species intercepted by iodine. Efficient functionalization at the 3 position was observed from 4-methoxy, 2-methoxy, 2,6-dimethoxy, 2-fluoro and 2,6-difluoropyridine, and at the 4 position from 3-methoxy and 2,3-dimethoxypyridine. Interestingly, clean dideprotonation was noted from 3-fluoropyridine (at C2 and C4) and 2,6-difluoropyridine (at C3 and C5). The obtained regioselectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase (DFT B3LYP and G3MP2B3 levels) and in THF solution. In the case of methoxypyridines, the pKa values have also been calculated for complexes with LiCl and LiTMP.

Facile preparation of 3-substituted-2,6-difluoropyridines: Application to the synthesis of 2,3,6-trisubstituted pyridines

Katoh, Taisuke,Tomata, Yoshihide,Tsukamoto, Tetsuya,Nakada, Yoshihisa

supporting information, p. 6043 - 6046 (2015/10/28)

We report a facile method for the difluorination of 3-substituted-2,6-dichloropyridines using cesium fluoride as a fluorination reagent in dimethyl sulfoxide. It is proposed that this method for preparing 3-substituted-2,6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2,6-difluoropyridines in synthetic chemistry, we also demonstrate a subsequent conversion to 2,3,6-trisubstituted pyridines by a tandem nucleophilic aromatic substitution.

HETEROARYLOXYCARBOCYCLYL COMPOUNDS AS PDE10 INHIBITORS

-

Page/Page column 68, (2011/12/02)

Heteroaryloxycarbocyclyl compounds of formula (I), and compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, non-insulin dependent diabetes, schizophrenia, Huntington's Disease, bipolar disorder, obsessive -compulsive disorder, and the like. Formula (I)

NOVEL COMPOSITIONS AND METHODS OF USE

-

Page/Page column 77, (2009/09/04)

Described herein are novel enzyme inhibitors. In some embodiments the enzyme inhibitors are integrase inhibitors, particularly HIV integrase inhibitors. Also described herein are compositions containing them and methods of using them. Thus, the compounds and compositions described herein are useful for the in vitro and in vivo inhibition of HIV integrase as a method of treating or preventing HIV, AIDS or related disorders.

Synthetic entries to substituted bicyclic pyridones

Cheng, Dachen,Croft, Laura,Abdi, Muna,Lightfoot, Andrew,Gallagher, Timothy

, p. 5175 - 5178 (2008/09/17)

(Chemical Equation Presented) The synthesis of 6,6- and 5,6-bicyclic pyridone scaffolds has been completed using (i) an intramolecular Mitsunobu reaction and/or (ii) hydrolysis of a bicyclic pyridinium salt intermediate. Regioselective functionalization o

The structural proliferation of 2,6-difluoropyridine through organometallic intermediates

Schlosser, Manfred,Rausis, Thierry

, p. 1018 - 1024 (2007/10/03)

Contrary to a literature claim, 2,6-difluoropyridine-3-carboxaldehyde can be readily prepared by consecutive treatment of 2,6-difluoropyridine with lithium diisopropylamide and N,N-dimethylformamide. Regioselective displacements of fluorine from the aldehyde by nucleophiles were carried out. To demonstrate the versatility of the organometallic approach, some two dozens of further 2,6-difluoropyridine derivatives were prepared applying a combination of modern organometallic methods such as site selective hydrogen/metal and halogen/metal permutations and deprotonation-triggered heavy halogen migrations. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Deprotonation of fluoro aromatics using lithium magnesates

Awad, Ha?an,Mongin, Florence,Trécourt, Fran?ois,Quéguiner, Guy,Marsais, Francis,Blanco, Fernando,Abarca, Belén,Ballesteros, Rafael

, p. 6697 - 6701 (2007/10/03)

Activated fluoro aromatics are deprotonated using lithium magnesates. 3-Fluoropyridine was deprotonated on treatment with 1/3 equiv of Bu 3MgLi in THF at -10°C. The lithium arylmagnesate formed was either trapped with electrophiles or involved

Pyridine derivatives in liquid crystalline medium useful for electrooptical display elements

-

, (2008/06/13)

The invention relates to pyridine derivatives of the formula I STR1 wherein R1, A, Z, r, X, s and R2 have the meaning given in claim 1, and their use as components for liquid crystal media for electrooptical display elements based on the ECB effect.

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