2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrimidine

Qhov kev sib xyaw no feem ntau tau txais los ua cov dawb rau tawm -dawb crystalline hmoov. Nws cov mis molecular yog C10H14BClN2O2, sib xws rau qhov hnyav molecular ntawm 240.49. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 92-96 degree, xav txog ib tug zoo-qhia siv lead ua lattice. Qhov ntsuas qhov ceev yog kwv yees li 1.22 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws pom zoo solubility nyob rau hauv cov organic solvents xws li dichloromethane, tetrahydrofuran, ethyl acetate, thiab dimethyl sulfoxide, thaum uas qhia tsis muaj solubility nyob rau hauv methanol thiab ethanol thiab negligible solubility nyob rau hauv dej thiab aliphatic hydrocarbons xws li hexane. Cov molecule muaj lub nplhaib pyrimidine hloov nrog chlorine atom ntawm 2-txoj hauj lwm thiab pinacol boronate ester ntawm 5-txoj hauj lwm. Lub boronate ester yog qhov cuam tshuam rau qeeb hydrolysis thaum lub sij hawm raug ya raws. Cia nyob rau hauv lub thawv kaw nruj nreem nyob rau hauv inert cua ntawm qhov kub thiab txias (2-8 degree) yog pom zoo kom muaj kev ruaj ntseg. Kev sib cuag nrog cov neeg muaj zog oxidizing thiab cov hauv paus muaj zog yuav tsum zam.

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine yog ib qho kev ua haujlwm heteroaromatic lub tsev thaiv uas muaj cov pyrimidine atom core nrog rau ntawm cov kua qaub-2 lub npog qhov ncauj 5- txoj hauj lwm. Lub nplhaib pyrimidine, nrog nws ob lub atoms nitrogen, muab lub tshuab hluav taws xob tsis muaj ntxhiab tsw muaj peev xwm koom nrog hydrogen bonding thiab hlau sib koom tes. Cov tshuaj chlorine atom ua hauj lwm ua ib tug electrophilic kov rau nucleophilic aromatic hloov los yog palladium-catalyzed cross-coupling tshua, thaum lub pinacol boronate ester ua raws li kev tiv thaiv boronic acid npaj rau Suzuki-Miyaura couplings. Qhov kev sib raug zoo ntawm cov metabolic ntawm ob tus neeg hloov pauv ntawm lub nplhaib pyrimidine tsim ib qho angular geometry uas tuaj yeem cuam tshuam rau tag nrho cov duab ntawm ntau cov molecules complex tsim los ntawm cov scaffold no. Qhov kev sib xyaw ua ke ntawm reactive halogen thiab lub npog ntsej muag boron functionality ntawm lub compact heterocycle ua rau lub compound muaj ntau yam nruab nrab rau kev tsim ntau yam pyrimidine-raws li cov qauv hauv tshuaj chemistry thiab cov ntaub ntawv science.

Pharmaceutical Intermediate
Qhov no chloropyrimidine boronate ester yog dav siv nyob rau hauv cov synthesis ntawm kinase inhibitors thiab lwm yam tshuaj kho mob. Cov pab pawg boronate ua rau Suzuki-Miyaura txuas nrog aryl thiab heteroaryl halides los qhia ntau tus neeg hloov pauv ntawm 5-txoj hauj lwm, thaum lub chlorine atom ntawm 2-txoj hauj lwm tuaj yeem hloov pauv los ntawm amines, alkoxides, lossis carbon nucleophiles kom nthuav dav ntxiv. Pyrimidine derivatives npaj los ntawm lub tsev thaiv no tau qhia txog kev tiv thaiv kev mob qog noj ntshav, mob, thiab kis kab mob.

Tsev Blocks rau Conjugated Materials
Kev sib xyaw ua ke ntawm ib qho hluav taws xob- tsis muaj pyrimidine core nrog boronate kov ua rau cov khoom siv no muaj txiaj ntsig zoo rau kev tsim cov polymers thiab cov khoom me me rau cov organic electronics. Kev sib txuas sib txuas- cov kev sib txuas sib txuas ua kom muaj kev sib koom ua ke rau hauv cov neeg pub dawb- txais cov khoom siv nrog cov khoom siv optoelectronic tunable rau cov ntawv thov hauv cov organic photovoltaics thiab teb- cuam tshuam cov transistors.

Ligand Development rau Hlau Complexes
Tom qab hla -coupling los qhia cov pab pawg sib koom tes, cov pyrimidine nitrogen atoms tuaj yeem ua cov ligands rau kev hloov hlau ions. Cov hlau complexes tau los ntawm qhov scaffold no tau tshawb xyuas rau lawv cov kev ua haujlwm catalytic hauv cross-coupling thiab oxidation cov tshuaj tiv thaiv. Lub rigid heteroaromatic core ua kom zoo-txoj kev sib koom ua ke geometries, yooj yim rau kev tsim cov catalysts nrog kev kwv yees ua tau zoo.

Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine koom nrog ntau yam kev hloov pauv suav nrog Suzuki-Miyaura couplings ntawm qhov chaw boronate aromatic, nucleicine chloride, ib lub lauj kaub tshuaj tiv thaiv exploiting orthogonal reactivity. Nws cov nqi hluav taws xob txuas mus rau kev tsim kho cov tsev qiv ntawv ntawm polysubstituted pyrimidines rau kev tshawb nrhiav tshuaj, qhov twg qhov sib txawv ntawm ob leeg ua rau kev tshawb nrhiav sai ntawm cov qauv-kev sib raug zoo.

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