845870-55-5

Usage

Uses

Used in Pharmaceutical Industry:
4-(N-METHYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER is used as a synthetic reagent for the creation of biologically active compounds. Its role in the Suzuki-Miyaura coupling reaction facilitates the formation of complex molecular structures that are integral to the development of new pharmaceutical agents.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(N-METHYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER is utilized as a key intermediate in the synthesis of agrochemicals. Its ability to form carbon-carbon bonds is essential for producing a variety of functional materials that can be used in crop protection and other agricultural applications.
Used in Organic Synthesis:
4-(N-METHYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER is employed as a versatile building block in organic synthesis. Its unique structure allows for the construction of diverse organic molecules, contributing to the advancement of chemical research and the development of novel compounds with potential applications across various industries.

InChI:InChI=1/C13H20BNO2/c1-12(2)13(3,4)17-14(16-12)10-6-8-11(15-5)9-7-10/h6-9,15H,1-5H3

Upstream product

• 932-96-7 N-methyl(p-chloroaniline) 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 75-52-5 nitromethane 
• 99770-93-1 benzene-1,4-diboronic acid bispinacol ester 
• 459-59-6 4-fluoro-N-methylaniline 
• 73183-34-3 bis(pinacol)diborane 
• 50-00-0 formaldehyd 
• 214360-73-3 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline 

Downstream Products

• 1371630-12-4 methyl 1-cyclopropyl-9-methyl-8-(4-(methylamino)phenyl)-4-oxo-4H-quinolizine-3-carboxylate 
• 1160685-55-1 N-({6-hydroxy-2-[4-(methylamino)phenyl]-5-quinoxalinyl}carbonyl)glycine 
• 1246092-15-8 4-(6-methoxyquinolin-2-yl)-N-methylaniline 
• 1246092-13-6 N-methyl-4-(quinolin-6-yl)aniline 
• 1246092-14-7 N-methyl-4-(quinolin-7-yl)aniline 
• 1009627-18-2 N-methyl-4-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]aniline 

Relevant academic research and scientific papers

P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate

The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD3NO2, CH315NO2, and 13CH3NO2), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group.

LiHMDS-Promoted Palladium or Iron-Catalyzed ipso-Defluoroborylation of Aryl Fluorides

A novel and efficient method for the synthesis of arylboronic acid pinacol esters via a palladium- or iron-catalyzed cross-coupling reaction of aryl fluorides with bis(pinacolato)diboron (B2pin2) in the presence of LiHMDS was developed. The Pd-catalyzed defluoroborylation of fluoroarenes is compatible with a variety of functional groups such as primary and secondary amine, ketone, trifluoromethyl, alkoxy, and boryl. Remarkably, no external ligand is required for enhanced conversion efficiency.

Synthesis and biological evaluation of novel technetium-99m-labeled phenylquinoxaline derivatives as single photon emission computed tomography imaging probes targeting β-amyloid plaques in Alzheimer's disease

The development of an imaging probe targeting β-amyloid (Aβ) plaques in Alzheimer's disease labeled with technetium-99m, the most commonly used radioisotope for clinical diagnoses, has been strongly anticipated. In this study, we synthesized three novels

PHOSPHOINOSITIDE 3-KINASE INHIBITORS WITH ZINC BINDING MOIETY

PROBLEM TO BE SOLVED: To provide phosphoinositide 3-kinase inhibitors with a zinc binding moiety. SOLUTION: There is provided a compound represented by formula (I) in the figure. (X is S, O or the like; Y is CH, N or the like; G1 is optionally substituted N or the like; R1 and R2 are each independently H or the like; C is a substituted heterocycle or the like; B is a linear alkyl or the like; Ra and Rb together with the nitrogen atom coupled to them are morpholino or the like; G2 is an indazole ring or the like; q, r and s are independently from 0 to 1, provided that at least one of them is 1; t is from 0 to 1; n is from 0 to 4; and p is from 0 to 2.) COPYRIGHT: (C)2016,JPOandINPIT

SUBSTITUTED PYRIDOPYRAZINES AS SYK INHIBITORS

The present invention relates to pyridopyrazine compounds of formula (I), pharmaceutical compositions thereof and methods of use therefore, wherein R1, R2, R3, L, m, p and W are as defined in the specification.

TREATMENT OF CANCERS HAVING K-RAS MUTATIONS

The present invention provides a method of treating a cancer associated with a K-ras mutation in a subject in need thereof. The method comprises the steps of: (1) identifying a subject with a cancer associated with a K-ras mutation; and (2) administering to the subject (i) an inhibitor of PI3 kinase and (ii) an HDAC inhibitor, wherein the PI3 kinase inhibitor and the HDAC inhibitor are administered in amounts which together are therapeutically effective.

TREATMENT OF CANCERS HAVING K-RAS MUTATIONS

The present invention provides a method of treating a cancer associated with a K- ras mutation in a subject in need thereof. The method comprises the steps of (1) identifying a subject with a cancer associated with a K-ras mutation; and (2) adminsiterign to the subject (i) an inhibitor of PI3 kinase and (ii) an HDAC inhibitor, wherein the PI3 kinase inhibitor and the HDAC inhibitor are administered in amounts which together are therapeutically effective.

An efficient catalyst system for palladium-catalyzed borylation of aryl halides with pinacolborane

The combination of Pd(dba)2 and bis(2-di-tert-butyl- phosphinophenyl)ether has proven to be efficient for the cross-coupling of pinacolborane with aryl bromides and chlorides. The substrate scope is broad and the present system enables the synthesis of ortho-, meta-, and para-substituted electron-rich and -deficient arylboronates. Georg Thieme Verlag Stuttgart.