3,5-Dibromoisonicotinaldehyde

Cov tshuaj no feem ntau tau txais los ntawm cov khoom siv crystalline xws li daj ntseg daj mus rau lub teeb ci. Nws cov mis molecular yog C6H3Br2NO, sib xws rau qhov hnyav molecular ntawm 264.90. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 125-129 degree. Qhov ntsuas qhov ceev yog kwv yees li 2.23 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws pom zoo solubility nyob rau hauv cov organic solvents xws li dichloromethane, ethyl acetate, tetrahydrofuran, thiab dimethyl sulfoxide, thaum qhia me ntsis solubility nyob rau hauv methanol thiab ethanol thiab txwv solubility nyob rau hauv dej thiab tsis polar solvents xws li hexane. Cov molecule muaj ib lub nplhaib pyridine nrog ob bromine atoms ntawm 3 thiab 5 txoj hauj lwm thiab ib pawg aldehyde ntawm 4 txoj hauj lwm. Lub aldehyde yog raug rau oxidation thiab condensation tshwm sim, thaum ob qho tib si bromine atoms yog qhib rau nucleophilic aromatic hloov thiab hloov hlau catalyzed cross coupling tshwm sim vim lub electron tshem tawm cov nyhuv ntawm lub nplhaib nitrogen. Cia nyob rau hauv nruj nreem kaw amber ntim nyob rau hauv inert cua ntawm qhov kub thiab txias (2-8 degree) yog pom zoo kom tiv thaiv decomposition thiab lub teeb induced degradation. Kev sib cuag nrog cov nucleophiles muaj zog, cov hauv paus muaj zog, thiab cov oxidizing muaj zog yuav tsum raug zam.

3,5-Dibromoisonicotinaldehyde yog ib tug tri hloov pyridine derivative featuring ob bromine atoms ntawm 3 thiab 5 txoj hauj lwm thiab ib pawg aldehyde ntawm 4 txoj hauj lwm ntawm lub nplhaib heteroaromatic. Cov tub ntxhais pyridine, nrog nws cov khoom siv hluav taws xob tshem tawm nitrogen atom, tsim cov khoom siv hluav taws xob uas tsis muaj ntxhiab tsw qab uas ua rau cov aldehyde thiab cov halogen hloov pauv. Lub aldehyde ntawm 4 txoj hauj lwm yog electrophilic heev vim yog ua ke electron rho tawm los ntawm lub nplhaib nitrogen thiab cov bromine atoms uas nyob ib sab, ua rau nws raug rau nucleophilic ntxiv thiab condensation tshua. Ob lub bromine atoms muab cov tes tuav orthogonal rau kev ua haujlwm ua ntu zus los ntawm palladium catalyzed cross coupling kev cuam tshuam xws li Suzuki, Sonogashira, thiab Buchwald Hartwig couplings, ua kom muaj kev qhia txog ntau haiv neeg aryl, heteroaryl, lossis amino pawg ntawm cov haujlwm tshwj xeeb. Cov qauv hloov pauv symmetrical tso cai rau kev tsim kho ntawm ob qho tib si symmetrically thiab unsymmetrically functionalized derivatives. This dense packing of reactive sites on a compact heteroaromatic framework makes the compound a valuable building block in medicinal chemistry and materials science for constructing complex pyridine based molecules.

Pharmaceutical Intermediate
Qhov no dibromopyridine aldehyde feem ntau ua hauj lwm nyob rau hauv lub synthesis ntawm kinase inhibitors thiab lwm yam kws kho mob. Cov pab pawg aldehyde ua kom txo qis amination los qhia cov amine sab chains lossis condensation nrog hydrazines los tsim hydrazone pharmacophores. Ob lub bromine atoms tso cai rau cov kev sib txuas sib txuas sib txuas ua ke, ua kom muaj kev tswj xyuas kev taw qhia ntawm ntau hom aryl lossis heteroaryl pawg ntawm 3 thiab 5 txoj haujlwm txhawm rau txhim kho kev sib raug zoo thiab kev xaiv. Cov derivatives npaj los ntawm qhov scaffold no tau pom cov lus cog tseg hauv kev tsom mus rau mob qog noj ntshav, o, thiab kab mob sib kis, qhov twg cov tub ntxhais pyridine tuaj yeem koom nrog hydrogen bonding nrog enzyme active chaw.

Tsev Block rau Heterocyclic Systems
Kev sib xyaw ua ke ntawm activated aldehyde thiab ob lub bromine txav tau ua rau kev tsim kho ntawm fused heterocyclic systems xws li pyrido[3,4 d]pyrimidines, pyrazolo[3,4 b]pyridines, thiab imidazo [4,5 c] pyridines los ntawm cyclocondensation thiab cross coupling sequence. Ob lub bromines tuaj yeem ua haujlwm tau yooj yim los qhia cov neeg hloov pauv uas koom nrog lub nplhaib tsim cov tshuaj tiv thaiv, muab kev nkag tau zoo rau cov khoom siv nitrogen nplua nuj polycycles uas muaj peev xwm ua haujlwm tshuaj.

Ligand rau Hlau Complexes
Cov pyridine nitrogen tuaj yeem sib koom ua ke rau kev hloov pauv hlau, tsim cov complexes nrog cov lus piav qhia zoo. Tom qab hloov dua siab tshiab ntawm bromine atoms rau pab pawg xws li phosphines los yog N heterocyclic carbenes, qhov scaffold no ua haujlwm ua ntej rau kev tsim cov ligands multidentate. Cov hlau complexes tau los ntawm qhov scaffold no tau kawm rau lawv cov kev ua haujlwm catalytic hauv kev sib txuas sib txuas, oxidation, thiab hydrogenation cov tshuaj tiv thaiv, nrog rau lawv cov peev xwm ua cov khoom siv luminescent.

Organic Synthesis Intermediate
Raws li ntau yam khoom siv nruab nrab, 3,5 dibromoisonicotinaldehyde koom nrog ntau yam kev hloov pauv xws li nucleophilic aromatic hloov, palladium catalyzed cross couplings, thiab condensation tshua. Lub orthogonal reactivity ntawm ob lub bromine atoms enables sequential functionalization: ib tug bromine yuav koom nyob rau hauv cross coupling thaum lwm yam tseem nyob twj ywm rau tom qab elaboration. Cov aldehyde tuaj yeem oxidized rau carboxylic acid rau amide coupling los yog txo rau cawv rau ether tsim. Nws cov khoom siv txuas ntxiv mus rau kev sib txuas ntawm cov khoom siv thiab cov khoom siv molecular uas lub nplhaib pyridine muab cov khoom siv hluav taws xob thiab cov qauv tsim nyog.

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