Methyl 4 -bromo-1-methyl-1H-indazole-6-carboxylate

Qhov kev sib xyaw no feem ntau tau txais los ua cov dawb rau tawm -dawb crystalline hmoov. Nws cov mis molecular yog C10H9BrN2O2, sib xws rau qhov hnyav molecular ntawm 269.09. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 152-156 degree. Qhov ntsuas qhov ceev yog kwv yees li 1.61 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 uas qhia me ntsis solubility nyob rau hauv methanol thiab ethanol thiab tsawg solubility nyob rau hauv dej thiab tsis yog -polar solvents xws li hexane. Cov molecule muaj ib tug indazole core nrog ib tug bromine atom ntawm 4- txoj hauj lwm, ib tug methyl ester ntawm 6- txoj hauj lwm, thiab ib qho N- methyl hloov ntawm lub nplhaib pyrazole. Lub ester functionality yog susceptible rau hydrolysis nyob rau hauv acidic los yog yooj yim tej yam kev mob, thaum lub bromine atom yog activated rau kev hloov pauv -hlau-catalyzed cross-coupling tshua. Kev khaws cia rau hauv cov thawv kaw nruj nreem tiv thaiv los ntawm lub teeb thiab noo noo ntawm qhov kub thiab txias (2-8 degree) raug pom zoo. Kev sib cuag nrog cov neeg muaj zog oxidizing thiab cov hauv paus muaj zog yuav tsum zam.

Methyl 4-bromo-1-methyl-1H-indazole-6-carboxylate yog ib qho kev ua haujlwm zoo ntawm indazole derivative bearing ob qho tib si halogen thiab ester pawg ntawm fused heteroaromatic system. Cov tub ntxhais indazole, uas muaj ib lub nplhaib pyrazole fused rau ib lub nplhaib benzene, muab ib tug nruj, planar scaffold nrog ob qho tib si hydrogen bond txais (pyridine- hom nitrogen) thiab π-stacking peev xwm. N-methyl hloov pauv tshem tawm cov kua qaub NH proton, nce lipophilicity thiab metabolic stability piv rau NH-indazoles. Lub bromine atom ntawm 4-txoj hauj lwm ua hauj lwm pab raws li ib tug ntau yam lis rau palladium-catalyzed ntoo khaub lig-coupling tshua, xws li Suzuki, Sonogashira, los yog Buchwald-Hartwig couplings, ua kom muaj kev taw qhia ntawm ntau haiv neeg aryl, heteroaryl, los yog amino pawg. Cov methyl ester ntawm 6-txoj hauj lwm muaj kev tiv thaiv carboxylic acid sib npaug, muab lub xaib rau kev ua haujlwm ntxiv los ntawm hydrolysis, transesterification, lossis txo. Qhov kev sib xyaw ua ke ntawm kev hloov pauv halogen thiab cov latent carboxylic acid ntawm ib qho tseem ceeb heteroaromatic core ua rau cov khoom sib xyaw ua ke muaj txiaj ntsig zoo hauv cov tshuaj chemistry rau kev tsim cov molecules complex nrog rau cov khoom siv lom neeg.

Pharmaceutical Intermediate
Qhov no bromoindazole ester yog ua hauj lwm nyob rau hauv lub synthesis ntawm kinase inhibitors thiab lwm yam kev kho mob tus neeg saib xyuas mob cancer thiab inflammatory kab mob. Lub bromine atom ua rau lig-theem diversification los ntawm cross-coupling kev cuam tshuam, tso cai rau kev tshawb nrhiav sai ntawm cov qauv- kev sib raug zoo. Cov tub ntxhais indazole tuaj yeem tuav ATP-cov hnab ris nrog kev sib txuas siab, tsim cov ntawv cog lus hydrogen tseem ceeb los ntawm pyrazole- hom nitrogen. Cov ester tuaj yeem ua rau hydrolyzed rau carboxylic acid rau amide coupling nrog amine - muaj cov tshuaj pharmacophores, pab txhawb kev tsim cov tsev qiv ntawv sib xyaw rau kev tshawb nrhiav tshuaj.

Tsev Block rau Heterocyclic Systems
Lub compound ua haujlwm ua ntej rau kev tsim cov fused heterocycles xws li pyrazolo[1,5-a]quinazolines, indazolo[3,2-b]quinazolinones, thiab lwm yam nitrogen-nplua nuj polycycles los ntawm cyclocondensation lossis cross-coupling sequences. Cov txheej txheem nplhaib no raug tshawb xyuas rau lawv cov khoom siv tshuaj, nrog rau cov tub ntxhais indazole nruj muab cov kev txwv tsis pub muaj txiaj ntsig zoo rau lub hom phiaj xaiv thiab kev ruaj ntseg metabolic. Lub bromine tso cai rau kev tshaj tawm ntxiv los ntawm cov tshuaj tiv thaiv hlau-catalyzed, ua kom nkag mus rau cov tsev qiv ntawv sib txawv.

Ligand rau Hlau Complexes
Tom qab kev ua haujlwm ntawm qhov chaw bromine nrog cov pab pawg pub dawb xws li phosphines lossis N-heterocyclic carbenes, indazole nitrogen tuaj yeem koom tes rau cov hlau hloov pauv, tsim cov complexes nrog zoo -txhais geometries. Cov hlau complexes no tau kawm rau lawv cov kev ua haujlwm catalytic hauv cross-coupling, hydrogenation, thiab oxidation cov tshuaj tiv thaiv. N- pab pawg methyl tuaj yeem cuam tshuam cov khoom siv hluav taws xob ntawm lub chaw hlau, ua kom zoo- kho cov catalyst kev ua tau zoo rau asymmetric synthesis.

Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, methyl 4-bromo-1-methyl-1H-indazole-6-carboxylate koom nrog ntau yam kev hloov pauv xws li palladium-catalyzed cross-couplings, nucleophilic aromatic hloov pauv (tom qab ua kom muaj zog), thiab kev taw qhia cov hlau. Cov ester tuaj yeem raug txo qis rau cov cawv sib xws rau ether tsim lossis hloov mus rau lwm pawg ua haujlwm. Nws cov khoom siv txuas ntxiv mus rau kev sib txuas ntawm cov khoom siv ntuj tsim analogs thiab cov khoom siv ua haujlwm uas lub nplhaib indazole muab cov khoom siv hluav taws xob thiab cov qauv tsim nyog.

Cim npe nrov: Tuam Tshoj methyl 4-bromo-1-methyl-1h-indazole-6-carboxylate manufacturers, lwm tus neeg