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2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoroMethyl)benzenaMine is a chemical compound that features a benzene ring with a boronic ester and an amine functional group. It also contains a trifluoromethyl group, which is a common functional group in many pharmaceuticals and agrochemicals. 2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoroMethyl)benzenaMine belongs to the class of organic compounds known as benzenamines, which are compounds with a benzene ring linked to an amine moiety. It is typically used in palladium-catalyzed cross-coupling reactions, a key process in organic synthesis for constructing complex molecular structures. The properties of 2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-_4-(trifluoroMethyl)_benzenaMine, such as boiling point, melting point, and solubility, can be manipulated by altering specific conditions as per requirement.

1058062-64-8

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  • 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-_4-(trifluoromethyl)_benzenamine

    Cas No: 1058062-64-8

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1058062-64-8 Usage

Uses

Used in Organic Synthesis:
2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoroMethyl)benzenaMine is used as a key intermediate in the synthesis of complex organic molecules. Its boronic ester and amine functional groups make it a versatile building block for constructing a wide range of compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoroMethyl)benzenaMine is used as a starting material for the synthesis of various drug candidates. Its unique structure allows for the introduction of different functional groups, making it a valuable component in the development of new therapeutic agents.
Used in Agrochemical Industry:
2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoroMethyl)benzenaMine is also used in the agrochemical industry for the synthesis of novel agrochemicals. Its trifluoromethyl group is a common feature in many agrochemicals, and its presence in 2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-_4-(trifluoroMethyl)_benzenaMine makes it a potential candidate for the development of new pesticides and other agrochemical products.
Used in Material Science:
In material science, 2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoroMethyl)benzenaMine can be used as a component in the synthesis of advanced materials, such as polymers and composites, with unique properties. Its versatility in cross-coupling reactions allows for the creation of materials with tailored characteristics for specific applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1058062-64-8 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,5,8,0,6 and 2 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1058062-64:
(9*1)+(8*0)+(7*5)+(6*8)+(5*0)+(4*6)+(3*2)+(2*6)+(1*4)=138
138 % 10 = 8
So 1058062-64-8 is a valid CAS Registry Number.

1058062-64-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)aniline

1.2 Other means of identification

Product number -
Other names -

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

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More Details:1058062-64-8 SDS

1058062-64-8Relevant articles and documents

Diastereoselective Oxidative CN/CO and CN/CN Bond Formation Tandems Initiated by Visible Light: Synthesis of Fused N-Arylindolines

Morris, Scott A.,Nguyen, Theresa H.,Zheng, Nan

, p. 2311 - 2316 (2015)

The synthesis of fused N-arylindolines using visible light photoredox catalysis has been developed. We previously described that photogenerated amine radical cations generate substituted indoles through an intermediate benzylic carbocation. Herein, we expand the application of this chemistry by trapping the benzylic carbocation with tethered heteronucleophiles. The reactivity of the photogenerated benzylic carbocation is explored and applied to a range of substrates with various electronic characters and ring constraints. The method described provides C-2 and C-3 fused indolines bearing a tetrasubstituted carbon stereocenter with greater than 99:1 diastereoselectivity in moderate to good yields.

Discovery of Potent, Selective, and State-Dependent NaV1.7 Inhibitors with Robust Oral Efficacy in Pain Models: Structure-Activity Relationship and Optimization of Chroman and Indane Aryl Sulfonamides

Ramdas, Vidya,Talwar, Rashmi,Kanoje, Vijay,Loriya, Rajesh M.,Banerjee, Moloy,Patil, Pradeep,Joshi, Advait Arun,Datrange, Laxmikant,Das, Amit Kumar,Walke, Deepak Sahebrao,Kalhapure, Vaibhav,Khan, Talha,Gote, Ganesh,Dhayagude, Usha,Deshpande, Shreyas,Shaikh, Javed,Chaure, Ganesh,Pal, Ravindra R.,Parkale, Santosh,Suravase, Sachin,Bhoskar, Smita,Gupta, Rajesh V.,Kalia, Anil,Yeshodharan, Rajesh,Azhar, Mahammad,Daler, Jagadeesh,Mali, Vinod,Sharma, Geetika,Kishore, Amitesh,Vyawahare, Rupali,Agarwal, Gautam,Pareek, Himani,Budhe, Sagar,Nayak, Arun,Warude, Dnyaneshwar,Gupta, Praveen Kumar,Joshi, Parag,Joshi, Sneha,Darekar, Sagar,Pandey, Dilip,Wagh, Akshaya,Nigade, Prashant B.,Mehta, Maneesh,Patil, Vinod,Modi, Dipak,Pawar, Shashikant,Verma, Mahip,Singh, Minakshi,Das, Sudipto,Gundu, Jayasagar,Nemmani, Kumar,Bock, Mark G.,Sharma, Sharad,Bakhle, Dhananjay,Kamboj, Rajender Kumar,Palle, Venkata P.

supporting information, p. 6107 - 6133 (2020/07/10)

Voltage-gated sodium channel NaV1.7 is a genetically validated target for pain. Identification of NaV1.7 inhibitors with all of the desired properties to develop as an oral therapeutic for pain has been a major challenge. Herein, we report systematic structure-activity relationship (SAR) studies carried out to identify novel sulfonamide derivatives as potent, selective, and state-dependent NaV1.7 inhibitors for pain. Scaffold hopping from benzoxazine to chroman and indane bicyclic system followed by thiazole replacement on sulfonamide led to identification of lead molecules with significant improvement in solubility, selectivity over NaV1.5, and CYP2C9 inhibition. The lead molecules 13, 29, 32, 43, and 51 showed a favorable pharmacokinetics (PK) profile across different species and robust efficacy in veratridine and formalin-induced inflammatory pain models in mice. Compound 51 also showed significant effects on the CCI-induced neuropathic pain model. The profile of 51 indicated that it has the potential for further evaluation as a therapeutic for pain.

Achieving High Ortho Selectivity in Aniline C-H Borylations by Modifying Boron Substituents

Smith, Milton R.,Bisht, Ranjana,Haldar, Chabush,Pandey, Gajanan,Dannatt, Jonathan E.,Ghaffari, Behnaz,Maleczka, Robert E.,Chattopadhyay, Buddhadeb

, p. 6216 - 6223 (2018/05/23)

High ortho selectivity for Ir-catalyzed C-H borylations (CHBs) of anilines results when B2eg2 (eg = ethylene glycolate) is used as the borylating reagent in lieu of B2pin2, which is known to give isomeric mixtures with anilines lacking a blocking group at the 4-position. With this modification, high selectivities and good yields are now possible for various anilines, including those with groups at the 2- and 3-positions. Experiments indicate that ArylN(H)Beg species are generated prior to CHB and support the improved ortho selectivity relative to B2pin2 reactions arising from smaller Beg ligands on the Ir catalyst. The lowest-energy transition states (TSs) from density functional theory computational analyses have N-H···O hydrogen-bonding interactions between PhN(H)Beg and O atoms in Beg ligands. Ir-catalyzed CHB of PhN(H)Me with B2eg2 is also highly ortho-selective. 1H NMR experiments show that N-borylation fully generates PhN(Me)Beg prior to CHB. The TS with the lowest Gibbs energy was the ortho TS, in which the Beg unit is oriented anti to the bipyridine ligand.

Synthesis method of phosphorescent materials of homoleptic Ir complex including DMP ligands using microwave

-

Paragraph 0086; 0087; 0108-0110, (2018/06/28)

The present invention relates to a synthesis method capable of synthesizing an iridium compound based on dimethylphenyl (DMP) ligand with high yield and excellent process efficiency. More specifically, the present invention relates to a synthesis method which applies a microwave reactor and is capable of securing significantly improved yields over previously known yields using an iridium dimer structure during a reaction.COPYRIGHT KIPO 2018

SULFONAMIDE COMPOUNDS AS VOLTAGE-GATED SODIUM CHANNEL MODULATORS

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Page/Page column 93, (2017/03/28)

The present invention relates to sulfonamide compounds Formula (I) wherein the substituents are as described herein, and their use in a medicine for the treatment of diseases, disorders associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. It further relates to the compounds herein and their pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof useful in treating diseases, disorders, syndromes and/or conditions associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. The invention also relates to process for the preparation of the compounds of the invention. (I)

Compounds and methods for inhibiting phosphate transport

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Page/Page column 278, (2016/05/02)

Compounds having activity as phosphate transport inhibitors, more specifically, inhibitors of intestinal apical membrane Na/phosphate co-transport, are disclosed. The compounds have the following structure (I): including stereoisomers, pharmaceutically acceptable salts and prodrugs thereof, wherein X, Y, A, R1 and R2 are as defined herein. Methods associated with preparation and use of such compounds, as well as pharmaceutical compositions comprising such compounds, are also disclosed.

A traceless directing group for C - H borylation

Preshlock, Sean M.,Plattner, Donald L.,Maligres, Peter E.,Krska, Shane W.,Maleczka Jr., Robert E.,Smith III, Milton R.

, p. 12915 - 12919 (2014/01/06)

Not a trace: Borylation of the nitrogen in nitrogen heterocycles or anilines provides a traceless directing group for subsequent catalytic C - H borylation. Selectivities that previously required Boc protection can be achieved; furthermore, the NBpin directing group can be installed and removed in situ, and product yields are substantially higher. Boc=tert-butoxycarbonyl, pin=pinacolato. Copyright

New synthetic approach to paullones and characterization of their SIRT1 inhibitory activity

Soto, Sara,Vaz, Esther,Dell'Aversana, Carmela,Alvarez, Rosana,Altucci, Lucia,De Lera, Angel R.

, p. 2101 - 2112 (2012/04/23)

A series of 7,12-dihydroindolo[3,2-d][1]benzazepine-6(5H)-ones (paullones) substituted at C9/C10 (Br) and C2 (Me, CF3, CO2Me) have been synthesized by a one-pot Suzuki-Miyaura cross-coupling of an o-aminoarylboronic acid and methyl 2-iodoindoleacetate followed by intramolecular amide formation. Other approaches to the paullone scaffold based on Pd-catalyzed C-H activation were unsuccessful. In vitro enzymatic assay with recombinant human SIRT-1 indicated a strong inhibitory profile for the series, in particular the analogue with a methoxycarbonyl group at C2 and a bromine at C9. These compounds are, in general, inducers of granulocyte differentiation of the U937 acute leukemia cell line and cause a marked increase in pre-G1 of the cell cycle.

RhII2-catalyzed synthesis of α-, β-, or δ-carbolines from aryl azides

Pumphrey, Ashley L.,Dong, Huijun,Driver, Tom G.

supporting information; experimental part, p. 5920 - 5923 (2012/08/07)

Approaching all isomers: A range of α-, β- and δ-carbolinium ions are readily available from ortho-substituted aryl azides using a rhodium(II) carboxylate catalyst (see scheme). The carbolinium ions are readily reduced to afford tryptolines or deprotonated to access pyridoindoles. This [RhII2]-catalyzed C-H bond amination was used in the synthesis of (±)-horsfiline and neocryptolepine. esp=α,α,α',α'- tetramethyl-1,3-benzenedipropionate. Copyright

Rhodium-catalyzed synthesis of 2,3-disubstituted indoles from β,β-Disubstituted stryryl azides

Sun, Ke,Liu, Sheng,Bec, Patryk M.,Driver, Tom G.

supporting information; experimental part, p. 1702 - 1706 (2011/04/24)

Rings la carte: Rhodium carboxylate complexes catalyze selective cascade reactions to produce a range 2,3-disubstituted indoles from β,β- disubstituted stryryl azides. The selective migration of aryl groups appears to originate from a putative phenonium ion reactive intermediate (see scheme).

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