4-Chloro-2,5-dimethoxypyrimidine

Qhov kev sib xyaw no feem ntau cais tawm raws li cov xim dawb kom tawm -dawb crystalline khoom. Nws cov mis molecular yog C6H7ClN2O2, sib xws rau qhov hnyav molecular ntawm 174.59. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 88-92 degree, reflecting ib tug zoo siv lead ua lattice. Qhov ntsuas qhov ceev yog kwv yees li 1.38 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 aliphatic hydrocarbons. Cov molecule muaj lub nplhaib pyrimidine hloov nrog ob pawg methoxy ntawm 2 thiab 5 txoj haujlwm thiab cov tshuaj chlorine ntawm 4 txoj haujlwm. Cov hluav taws xob- pub dawb pab pawg methoxy thiab hluav taws xob- rho cov tshuaj chlorine tsim kom muaj cov kab mob heteroaromatic polarized. Cov tshuaj chlorine atom raug cuam tshuam rau nucleophilic hloov chaw, ua kom muaj kev ua haujlwm ntxiv. 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 tiv thaiv hydrolysis thiab decomposition. Kev sib cuag nrog cov nucleophiles muaj zog thiab cov hauv paus muaj zog yuav tsum zam.

4-Chloro-2,5-dimethoxypyrimidine nta pyrimidine core functionalized ntawm 2- thiab 5-txoj hauj lwm nrog methoxy pawg thiab ntawm 4-txoj hauj lwm nrog ib tug chlorine atom. Lub nplhaib pyrimidine, nrog nws ob lub atoms nitrogen, muab lub tshuab hluav taws xob tsis muaj heteroaromatic uas tuaj yeem koom nrog π-stacking thiab hydrogen bonding kev sib cuam tshuam. Cov pab pawg methoxy pub dawb electron ceev los ntawm resonance, ib nrab counterbalancing cov electron rho tawm ntawm lub nplhaib nitrogens thiab cov chlorine. Cov qauv kev hloov pauv no tsim cov khoom siv hluav taws xob sib txawv ntawm txhua txoj haujlwm: cov tshuaj chlorine ntawm C-4 tau qhib rau kev hloov pauv ntawm nucleophilic aromatic, thaum cov methoxy pawg tuaj yeem cuam tshuam cov kev cuam tshuam ntawm cov chaw nyob sib ze. Kev sib xyaw ua ke ntawm labile halogen thiab ob qho kev hloov pauv alkoxy ntawm lub compact heterocycle ua rau qhov sib xyaw ua ke no muaj ntau yam nruab nrab rau kev tsim ntau cov pyrimidine-raws li cov qauv, tshwj xeeb tshaj yog nyob rau hauv tshuaj chemistry qhov twg pyrimidine cores muaj nyob rau hauv kinase inhibitors thiab antiviral agents.

Pharmaceutical Intermediate
Qhov no chloropyrimidine ua haujlwm ua lub tsev tseem ceeb hauv kev tsim cov tshuaj lom neeg lom neeg, suav nrog kinase inhibitors thiab cov tshuaj tua kab mob. Cov tshuaj chlorine atom tuaj yeem hloov pauv los ntawm amines, alkoxides, lossis carbon nucleophiles los qhia cov khoom siv sib txawv, ua rau kev tshawb nrhiav sai ntawm cov qauv- kev sib raug zoo. Pyrimidine derivatives npaj los ntawm qhov scaffold no tau qhia txog kev ua haujlwm tawm tsam mob qog noj ntshav, mob, thiab kis kab mob, nrog rau cov pab pawg methoxy uas pab txhawb rau metabolic stability thiab lub hom phiaj affinity.

Kev tshawb fawb Agrochemical
Hauv kev tiv thaiv qoob loo chemistry, qhov sib xyaw no yog ua haujlwm los tsim cov tshuaj fungicides tshiab thiab tshuaj tua kab mob. Lub nplhaib pyrimidine yog ib qho motif nyob rau hauv agrochemicals uas inhibits enzymes tseem ceeb xws li succinate dehydrogenase nyob rau hauv fungi los yog acetolactate synthase nyob rau hauv cov nroj tsuag. Cov tshuaj chlorine atom tso cai rau lig -theem functionalization los ntawm cross-coupling los yog nucleophilic hloov, thaum cov methoxy pawg modulate lipophilicity thiab ib puag ncig persistence.

Organic Synthesis Building Block
Raws li ntau yam heteroaromatic intermediate, 4-chloro-2,5-dimethoxypyrimidine koom nrog ntau yam kev hloov pauv suav nrog palladium-catalyzed cross-coupling cov tshuaj tiv thaiv (Suzuki, Sonogashira, Buchwald-Hartwig) thiab nucleophilic aromastic, thioctic acid. Cov pab pawg methoxy tuaj yeem demethylated nyob rau hauv cov xwm txheej tsim nyog los nthuav tawm hydroxyl, muab cov tes tuav ntxiv rau kev sib txuas ntxiv. Qhov no orthogonal reactivity enables kev tsim kho ntawm polysubstituted pyrimidine tsev qiv ntawv rau tshuaj thiab cov ntaub ntawv chemistry.

Precursor rau Fluorescent Probes
Cov hluav taws xob- tus cwj pwm nplua nuj uas tau muab los ntawm pawg methoxy tuaj yeem siv tau hauv kev tsim cov fluorescent molecules. Tom qab kev ua haujlwm ntawm cov tshuaj chlorine nrog cov kab ke sib txuas, cov txiaj ntsig pyrimidine derivatives nthuav tawm cov khoom siv photophysical tunable. Cov tebchaw no raug tshawb xyuas raws li kev sojntsuam rau bioimaging, sensors rau hlau ions, thiab raws li cov khoom ntawm cov organic teeb -emitting diodes qhov twg cov tub ntxhais pyrimidine ua hauj lwm raws li ib tug electron - thauj moiety.

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